citric acid (Q159683)

participant

1 reference

Gene Ontology release 2019-11-16

citrate secondary active transmembrane transporter activity

cargo

1 reference

Gene Ontology release 2019-11-16

citrate synthase activity

product

1 reference

Gene Ontology release 2019-11-16

0 references

1 reference

1 reference

Russian Classification of Products

0 references

chemical structure

Zitronensäure - Citric acid.svg
256 × 116; 12 KB

1 reference

mass

192.027 dalton

1 reference

citric acid (English)

19 October 2016

discoverer or inventor

Carl Wilhelm Scheele

1 reference

time of discovery or invention

Hard-luck Scheele

1784

earliest date

1784

0 references

conjugate base

citrate(1−) anion

0 references

chemical formula

C₆H₈O₇

1 reference

citric acid (English)

19 November 2016

canonical SMILES

C(C(=O)O)C(CC(=O)O)(C(=O)O)O

1 reference

citric acid (English)

19 November 2016

density

1.665 gram per cubic centimetre

1 reference

melting point

153 degree Celsius

1 reference

154 degree Celsius

1 reference

Jean-Claude Bradley Open Melting Point Dataset

decomposition point

175 degree Celsius

1 reference

pKa

3.14

1 reference

CRC Handbook of Chemistry and Physics (1st student edition)

safety classification and labelling

NFPA 704: Standard System for the Identification of the Hazards of Materials for Emergency Response

2

1

0

no value

1 reference

Recon 2.2: from reconstruction to model of human metabolism

3 references

A community-driven global reconstruction of human metabolism.

Few-flower fumitory, Earthsmoke

1 reference

Alkaloids and organic acids content of eightFumaria species

Lupinus luteus

1 reference

Separation and identification of organic acids in root exudates ofLupinus luteus by capillary zone electrophoresis

Rhodiola rosea

1 reference

Flavonoids of the rhizomes of Rhodiola rosea. I. Tricin glucosides

2 references

Coffee, Tea, and Cocoa

Phyllostachys edulis

1 reference

Organic Acid, Sugar and Amino Acid Composition of Bamboo Shoots

Prunus mume

1 reference

Mumefural, citric acid derivative improving blood fluidity from fruit-juice concentrate of Japanese apricot (Prunus mume Sieb. et Zucc)

Pycnandra acuminata

2 references

LC–MS and GC–MS metabolite profiling of nickel(II) complexes in the latex of the nickel-hyperaccumulating tree Sebertia acuminata and identification of methylated aldaric acid as a new nickel(II) ligand

Hyperaccumulation, complexation and distribution of nickel in Sebertia acuminata.

Aconitum japonicum

1 reference

[Studies on the non-alkaloidal constituents of Aconitum japonicum thunb]

Actinidia arguta

1 reference

Sugar and Organic Acid Analysis of Actinidia arguta and Rootstock–Scion Combinations of Actinidia arguta

Actinidia chinensis

1 reference

Sugar and Organic Acid Analysis of Actinidia arguta and Rootstock–Scion Combinations of Actinidia arguta

Actinidia hemsleyana

1 reference

Sugar and Organic Acid Analysis of Actinidia arguta and Rootstock–Scion Combinations of Actinidia arguta

Actinidia polygama

1 reference

Sugar and Organic Acid Analysis of Actinidia arguta and Rootstock–Scion Combinations of Actinidia arguta

Annona cherimola

1 reference

Tolerance of Cherimoya (Annona cherimola Mill.) to Cold Storage

Arbutus unedo

1 reference

Sugar, Non-volatile and Phenolic Acids Composition of Strawberry Tree (Arbutus unedo L. var.ellipsoidea ) Fruits

Aspergillus niger

1 reference

A new fatty acid methyl ester and other biologically active compounds from Aspergillus niger

Beta vulgaris

1 reference

SUGAR BEET (Beta vulgaris)

Camellia sinensis

2 references

Simultaneous determination of organic acids and inorganic anions in tea by ion chromatography

Release of bound iron and aluminium from soils by the root exudates of tea(camellia sinensis) plants

Diplachne fusca

1 reference

Organic acids in the root exudates of diplachne fusca (linn.) beauv.

Gossypium hirsutum

1 reference

Monitoring organic acids and carbohydrates in cotton leaves by high-performance liquid chromatography

Hypericum perforatum

1 reference

Quantitative analysis of the active components and the by-products of eight dry extracts of Hypericum perforatum L. (St John's Wort).

sweet potato

1 reference

Organic acid determination in sweet potatoes by HPLC

Lonicera caerulea

1 reference

Bitter iridoid glucoside from the fruit of Lonicera caerulea

Mangifera indica

1 reference

Changes in Physical and Chemical Properties during Maturation of Mango Fruit(Mangifera indica L. 'Irwin') Cultured in a Plastic Greenhouse.

Morus nigra

1 reference

Organic Acid Composition of Native Black Mulberry Fruit

Plinia cauliflora

1 reference

CARBOHYDRATES, ORGANIC ACIDS AND ANTHOCYANINS OF Myrciaria jaboticaba, Berg

Opuntia ficus-indica

2 references

Amino and organic acids of the prickly pear cactus (Opuntia ficus indica L.)

The Non-volatile Acids of Succulent Plants Exhibiting a Marked Diurnal Oscillation in their Acid Content. II. Demonstration of Piscidic Acid as one of the Predominating Acids in Opuntia ficus-indica L..

Phycomyces blakesleeanus

1 reference

Acidic metabolites from Phycomyces blakesleeanus

Populus balsamifera

1 reference

Carboxylic acids ofPopulus balsamifera

Portulaca oleracea

1 reference

The skeletal muscle relaxant action of Portulaca oleracea: role of potassium ions

Punica granatum

4 references

Organic Acids and Phenolic Compounds in Pomegranates (Punica granatum L.) Grown in Turkey

Punica granatum (pomegranate) and its potential for prevention and treatment of inflammation and cancer

Organic Acids and Phenolic Compounds in Pomegranates (Punica granatum L.) Grown in Turkey

Organic Acids and Phenolic Compounds in Pomegranates (Punica granatum L.) Grown in Turkey

Pyrus communis

1 reference

COMPOSITION OF GASTRIC JUICE

Rosa canina

2 references

Comparison of ascorbic and citric acid contents inRosa canina L. fruit growing in the Central Asian region

Natural Inhibitors of Germination and Growth, III New α-Pyrones from Seeds of Rosa canina

Rosa spinosissima

1 reference

Chemical components of the fruit ofRosa spinosissima

Sambucus ebulus

1 reference

Composition of organic acids of Sambucus nigra and Sambucus ebulus

Sambucus nigra

1 reference

Composition of organic acids of Sambucus nigra and Sambucus ebulus

potato

1 reference

Determinations of Organic Acids in Potatoes by High Performance Liquid Chromatography

Tagetes erecta

1 reference

Hypotensive and toxicological study of citric acid and other constituents from Tagetes patula roots

Tagetes patula

1 reference

Hypotensive and toxicological study of citric acid and other constituents from Tagetes patula roots

Tillandsia usneoides

1 reference

Identification of 3-hydroxy-3-methylglutaric acid (HMG) as a hypoglycemic principle of Spanish moss (Tillandsia usneoides).

Vaccinium macrocarpon

4 references

Hydrophilic carboxylic acids and iridoid glycosides in the juice of American and European cranberries (Vaccinium macrocarpon and V. oxycoccos), lingonberries (V. vitis-idaea), and blueberries (V. myrtillus).

Total cranberry extract versus its phytochemical constituents: antiproliferative and synergistic effects against human tumor cell lines

High Pressure Liquid Chromatographic Determination of Major Organic Acids in Cranberry Juice

Nitrogen Form and Solution pH Effect on Organic Acid Content of Cranberry Roots and Shoots

Vaccinium myrtillus

1 reference

Hydrophilic carboxylic acids and iridoid glycosides in the juice of American and European cranberries (Vaccinium macrocarpon and V. oxycoccos), lingonberries (V. vitis-idaea), and blueberries (V. myrtillus).

Vaccinium oxycoccos

1 reference

Hydrophilic carboxylic acids and iridoid glycosides in the juice of American and European cranberries (Vaccinium macrocarpon and V. oxycoccos), lingonberries (V. vitis-idaea), and blueberries (V. myrtillus).

Vaccinium vitis-idaea

1 reference

Hydrophilic carboxylic acids and iridoid glycosides in the juice of American and European cranberries (Vaccinium macrocarpon and V. oxycoccos), lingonberries (V. vitis-idaea), and blueberries (V. myrtillus).

Aesculus hippocastanum

1 reference

Ueber die Stammrinde von Pyrus Malus L. und Aesculus Hippocastanum L

Parasenecio hastata

2 references

Biologically Active Compounds from Cacalia hastate Leaves. 3. Organic Acids

Biologically Active Compounds from Cacalia hastata Leaves. 2. Carotinoids and Chlorophylls

Drosera intermedia

1 reference

Ueber die Säure der Drosera intermedia

Glaucium flavum

1 reference

Vorarbeiten für den Nachweis von Säuren in Pflanzen. 2. Mitteilung. Über Pflanzensäuren aus Glaucium und über dessen Blütenfarbstoffe.

yerba mate

1 reference

Beiträge zur Kenntnis derIlex paraguayensis (Maté) und ihrer chemischen Bestandteile

Laetiporus sulphureus

1 reference

Organic acids and carbohydrates from Laetiporus sulphureus fruiting bodies

Morinda longiflora

1 reference

CLXXXV.—Chemical examination of the root and leaves of Morinda longiflora

Physalis alkekengi

1 reference

Ueber das bittere Princip der Physalis Alkekengi

Plantago major

1 reference

Organic Acids of Medicinal Plants. 1. Plantago major

Richardia scabra

1 reference

Notiz überRichardsonia scabra

Rubia tinctorum

1 reference

Untersuchung der Blätter der Rubia tinctorum

Rubus chamaemorus

1 reference

Ueber den Farbstoff des Rubus Chamaemorus

Scutellaria baicalensis

1 reference

Organic acids from medicinal plants. 4. Scutellaria baicalensis

Viburnum opulus

1 reference

Organic acid, phenolic content, and antioxidant capacity of fruit flesh and seed of Viburnum opulus

Syzygium cumini

1 reference

Syzygium cumini (L.) Skeels: a review of its phytochemical constituents and traditional uses

Hibiscus sabdariffa

1 reference

Phytochemical, pharmacological and toxicological aspects of Hibiscus sabdariffa L.: a review

Rosa nisami

1 reference

Components of the fruit of Rosa nisami

Cannabis sativa

1 reference

Constituents of Cannabis sativa L. XVII. A review of the natural constituents

Sorghum bicolor

1 reference

THE PREDOMINANT ORGANIC ACID IN SORGHUM JUICE.

Populus candicans

1 reference

Carboxylic acids ofPopulus balsamifera

Cacalia hastata L. (1753)

1 reference

Biologically Active Compounds from Cacalia hastata Leaves. 2. Carotinoids and Chlorophylls

Caenorhabditis elegans

1 reference

Modeling Meets Metabolomics-The WormJam Consensus Model as Basis for Metabolic Studies in the Model Organism

Garcinia dulcis

1 reference

Phenolic compounds from the fruit of Garcinia dulcis.

celery

1 reference

Phytochemical and biological characterization of Italian "sedano bianco di Sperlonga" Protected Geographical Indication celery ecotype: A multimethodological approach

common sunflower

1 reference

Metabolic profiles of sunflower genotypes with contrasting response to Sclerotinia sclerotiorum infection

Spinacia oleracea

1 reference

Differences in the metabolite profiles of spinach (Spinacia oleracea L.) leaf in different concentrations of nitrate in the culture solution

Brassica oleracea

2 references

Metabolic differentiation of diamondback moth ( Plutella xylostella (L.)) resistance in cabbage ( Brassica oleracea L. ssp. capitata).

Metabolic and bioactivity insights into Brassica oleracea var. acephala.

Capsella bursa-pastoris

1 reference

Chemical composition and biological screening of Capsella bursa-pastoris

Phaseolus vulgaris

1 reference

Metabolite Profiling of Root Exudates of Common Bean under Phosphorus Deficiency

pea

1 reference

Products of Dark CO(2) Fixation in Pea Root Nodules Support Bacteroid Metabolism

broad bean

2 references

UHPLC-ESI-QTOF-MS-based metabolic profiling of Vicia faba L. (Fabaceae) seeds as a key strategy for characterization in foodomics

UHPLC/MS2-based approach for the comprehensive metabolite profiling of bean (Vicia faba L.) by-products: A promising source of bioactive constituents

Oryza sativa

1 reference

Simultaneous determination of the main metabolites in rice leaves using capillary electrophoresis mass spectrometry and capillary electrophoresis diode array detection

Triticum aestivum

1 reference

Comparative metabolic responses and adaptive strategies of wheat (Triticum aestivum) to salt and alkali stress

Prunus avium

3 references

Chemical characterisation and bioactive properties of Prunus avium L.: The widely studied fruits and the unexplored stems

Postharvest responses of sweet cherry fruit and stem tissues revealed by metabolomic profiling

Postharvest changes in primary and secondary metabolites of sweet cherry cultivars induced by Monilinia laxa

Nicotiana tabacum

1 reference

Metabolic profiling of Chinese tobacco leaf of different geographical origins by GC-MS

Aronia melanocarpa

5 references

Comparison of in vitro anti-lipase and antioxidant activities, and composition of commercial chokeberry juices

Solid-phase extraction of berries’ anthocyanins and evaluation of their antioxidative properties

Polyphenolic and basic chemical composition of black chokeberry industrial by-products

Variability of characteristic components of aronia

Chemical Components and Characteristics of Black Chokeberry.

Aloe vera

1 reference

Nutritional Composition, Bioactive Compounds and Antioxidant Activity of Wild Edible Flowers Consumed in Semiarid Regions of Mexico

Aloe barbadensis

1 reference

Nutritional Composition, Bioactive Compounds and Antioxidant Activity of Wild Edible Flowers Consumed in Semiarid Regions of Mexico

Agave salmiana

1 reference

Nutritional Composition, Bioactive Compounds and Antioxidant Activity of Wild Edible Flowers Consumed in Semiarid Regions of Mexico

Erythrina americana

1 reference

Nutritional Composition, Bioactive Compounds and Antioxidant Activity of Wild Edible Flowers Consumed in Semiarid Regions of Mexico

Sophora lehmannii

1 reference

Organic acids of Ammothamnus lehmannii

Rosa pulverulenta

1 reference

Components of the fruit of Rosa nisami

Physalis lagascae

1 reference

Ueber das bittere Princip der Physalis Alkekengi

Populus alba

1 reference

Carboxylic acids ofPopulus balsamifera

Sophora lehmanni

1 reference

Organic acids of Ammothamnus lehmannii

Physalis minima

1 reference

Ueber das bittere Princip der Physalis Alkekengi

Vitis vinifera

1 reference

Antiulcer Activity of Grape Seed Extract and Procyanidins

Escherichia coli

1 reference

Active site mutants of Escherichia coli citrate synthase. Effects of mutations on catalytic and allosteric properties.

physically interacts with

1 reference

1 reference

Polycystin 2 like 1, transient receptor potential cation channel

1 reference

IUPHAR/BPS Guide to PHARMACOLOGY

Transient receptor potential cation channel, subfamily V, member 4

17 August 2016

1 reference

IUPHAR/BPS Guide to PHARMACOLOGY

Brockhaus and Efron Encyclopedic Dictionary

17 August 2016

described by source

Small Brockhaus and Efron Encyclopedic Dictionary

Q24459392

0 references

Encyclopædia Britannica 11th edition

Q24760575

0 references

1911 Encyclopædia Britannica/Citric Acid

0 references

Great Soviet Encyclopedia (1926–1947)

The Domestic Encyclopædia; Or, A Dictionary Of Facts, And Useful Knowledge

Q122999144

0 references

Domestic Encyclopædia (1802)/Supplement/Acids

0 references

Armenian Soviet Encyclopedia, vol. 5

page(s)

449

0 references

calcium chelating agents

1 reference

https://reactome.org/PathwayBrowser/#/R-HSA-1430728&DTAB=MT

Medical Subject Headings

15 March 2018

1 reference

Medical Subject Headings

15 March 2018

1 reference

on focus list of Wikimedia project

Wikipedia:Vital articles/Level/4

point in time

31 October 2022

0 references

MCN code

2918.14.00

0 references

0 references

0 references

0 references

Citric acid

1 reference

English Wikipedia

Identifiers

GND ID

4148057-0

1 reference

National Library of Israel J9U ID

German Wikipedia

987007283821905171

1 reference

National Library of Israel

Library of Congress authority ID

sh85026216

Citric acid

1 reference

Integrated Authority File

NL CR AUT ID

ph150576

InChI=1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)

kyselina citronová

0 references

InChI

1 reference

citric acid (English)

KRKNYBCHXYNGOX-UHFFFAOYSA-N

19 November 2016

InChIKey

2 references

citric acid (English)

19 November 2016

ChEBI release 2020-09-01

CAS Registry Number

77-92-9

1 reference

anhydrous citric acid (English)

19 November 2016

1 reference

Citric acid (English)

19 November 2016

1 reference

citric acid (English)

19 November 2016

Reaxys registry number

782061

1 reference

citric acid (English)

19 October 2016

Gmelin number

4240

0 references

ChEBI ID

30769

mapping relation type

1 reference

CITRIC ACID (English)

19 November 2016

1 reference

Cambridge Structural Database

CITRIC ACID (English)

19 November 2016

1 reference

10 January 2023

1 reference

Cambridge Structural Database

MSBNK-Osaka_Univ-OUF00140

10 January 2023

based on heuristic

InChIKey match

MassBank accession ID

MSBNK-Metabolon-MT000044

0 references

0 references

0 references

0 references

0 references

0 references

0 references

0 references

MSBNK-RIKEN-PR010003

0 references

MSBNK-RIKEN-PR100481

0 references

MSBNK-Kazusa-KZ000018

0 references

MSBNK-Kazusa-KZ000114

0 references

MSBNK-Kazusa-KZ000115

0 references

MSBNK-Keio_Univ-KO000381

0 references

MSBNK-Keio_Univ-KO000382

0 references

MSBNK-Keio_Univ-KO000383

0 references

MSBNK-Keio_Univ-KO000384

0 references

MSBNK-Keio_Univ-KO000385

0 references

SPLASH

splash10-0002-0941000000-f1dfda3e9abc7cfb6b2a

0 references

splash10-006t-0952000000-ba3a1a80815f65afd05c

0 references

splash10-0006-0900000000-a587dddf188152c5d7b0

0 references

splash10-03di-3900000000-7170fdcb9749e6d6c2fb

0 references

splash10-01p9-9500000000-9a502981b0a9e1ea35ad

0 references

splash10-000i-9100000000-42a125e9128ce21bd785

0 references

splash10-0a4r-9000000000-b8a975c2d639d8c91afb

0 references

splash10-03di-0900000000-32af4c1bf55ea1563e53

0 references

splash10-0006-0911200000-af80d22f720facc4813a

0 references

splash10-014i-9000000000-6f4fedbb19821898fb22

0 references

splash10-03di-0900000000-8eff68ab89f7ce2262be

0 references

splash10-0006-0912100000-2988838317170da31b41

0 references

splash10-014i-9000000000-e4b67745443c48a63bd6

0 references

splash10-03di-0900000000-009ac4e65a37a8aa2b24

0 references

splash10-0002-0951000000-48857e9baebe16d9fc8d

0 references

splash10-00di-9531000000-b6fd7d038634694f0873

0 references

splash10-03di-2900000000-30970a4250098e148658

0 references

splash10-03dr-4900000000-fbe79b57b9983642fd0d

0 references

splash10-03dr-5900000000-1dc82963a3a52c19886b

0 references

splash10-0006-0900000000-d669d359ee6a38a1d4d2

0 references

splash10-0002-0941000000-573230e47a4efb1e36a5

0 references

splash10-000f-9000000000-7b8be3e90a4daf85f04a

0 references

splash10-03di-2900000000-956001b034bbc0b7da96

0 references

splash10-000l-9100000000-55e34e2c1616942fd4f2

0 references

splash10-002f-9400000000-fb757b614278bb898b54

0 references

splash10-00di-0593000000-b193bbba8c0cefdfe42a

0 references

0 references

0 references

1789

1 reference

Slovak Wikipedia

RTECS number

GE7350000

1 reference

Hazardous Substances Data Bank

0 references

1 reference

28 October 2019

CITRIC ACID (English)

10 May 2021

1 reference

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

DSSTOX compound identifier

0 references

0 references

0 references

0 references

201-069-1

1 reference

anhydrous citric acid (English)

ECHA Substance Infocard ID

19 November 2016

100.000.973

1 reference

reference URL

http://echa.europa.eu/de/information-on-chemicals/registered-substances

E number

E330

0 references

International Numbering System number

330

1 reference

Wikimedia import URL

https://www.wikidata.org/w/index.php?title=Wikidata:Property_proposal/food_additive_usage&oldid=631835386

Open Food Facts food additive ID

e330-citric-acid

0 references

Open Food Facts ingredient ID

0 references

1 reference

28 December 2019

CITRIC ACID (English)

quotation

CAS no.: 77-92-9 (English)

AGROVOC ID

c_1631

0 references

PesticideInfo chemical ID

0 references

1 reference

AICS Chemical ID (BEING DELETED)

1025

0 references

ATC code

A09AB04

0 references

1 reference

IUPHAR/BPS Guide to PHARMACOLOGY

citric acid (English)

19 November 2016

Citric Acid

0 references

MeSH tree code

D02.241.081.901.434.249

0 references

RxNorm ID

221946

1 reference

anhydrous citric acid (English)

19 November 2016

0 references

1 reference

Citric Acid (English)

Human Metabolome Database ID

19 November 2016

HMDB0000094

1 reference

based on heuristic

inferred from InChIKey

2 references

citric acid (English)

19 October 2016

based on heuristic

inferred from InChIKey

1 reference

anhydrous citric acid (English)

PatientsLikeMe treatment ID

19 November 2016

0 references

1 reference

anhydrous citric acid (English)

19 November 2016

0 references

1 reference

1 reference

Art & Architecture Thesaurus ID

citric acid (English)

19 October 2016

0 references

0 references

29181400

0 references

300266474

0 references

Australian Educational Vocabulary ID

scot/497

0 references

BNCF Thesaurus ID

32566

0 references

Brockhaus Enzyklopädie online ID

0 references

0 references

0 references

0 references

Encyclopædia Britannica Online ID

science/citric-acid

Gran Enciclopèdia Catalana ID

citric acid

0 references

1 reference

28 October 2013

0 references

acid-citric

0 references

Gran Enciclopèdia Catalana ID (former scheme)

0090861

0 references

Great Russian Encyclopedia Online ID (old version)

2144930

reason for deprecated rank

ЛИМОННАЯ КИСЛОТА

redirected to GRE portal

0 references

Great Russian Encyclopedia portal ID

limonnaia-kislota-830857

0 references

0 references

1 reference

https://www.wikidata.org/w/index.php?title=Wikidata:Property_proposal/food_additive_usage&oldid=631857133

JECFA number

218

1 reference

Evaluations of the Joint FAO/WHO Expert Committee on Food Additives (JECFA)

14 May 2021

0 references

1 reference

9 July 2020

himiya/limonnaya-kislota

0 references

Microsoft Academic ID

0 references

0 references

0 references

0 references

OKP ID of the good or service

91 9943

official name

Кислота лимонная (Russian)

1 reference

OmegaWiki Defined Meaning

Q26835505

0 references

1 reference

26 January 2022

https://docs.openalex.org/download-snapshot/snapshot-data-format

0 references

1 reference

chemical-engineering/citric-acid

German Wikipedia

ScienceDirect topic ID

chemistry/citric-acid

0 references

0 references

physics-and-astronomy/citric-acid

0 references

earth-and-planetary-sciences/citric-acid

0 references

biochemistry-genetics-and-molecular-biology/citric-acid

0 references

agricultural-and-biological-sciences/citric-acid

0 references

Store norske leksikon ID

0 references

citrico, acido

0 references

UK Parliament thesaurus ID

9182

Citric acid

0 references

UMLS CUI

C0725616

1 reference

anhydrous citric acid (English)