gyrophoric acid (Q2244355)

Gyrophoric acid (English)

14 October 2016

chemical formula

C₂₄H₂₀O₁₀

1 reference

Gyrophoric acid (English)

14 October 2016

canonical SMILES

CC1=CC(=CC(=C1C(=O)OC2=CC(=C(C(=C2)C)C(=O)OC3=CC(=C(C(=C3)C)C(=O)O)O)O)O)O

1 reference

Effect of lichen metabolites on thylakoid electron transport and photophosphorylation in isolated spinach chloroplasts

Gyrophoric acid (English)

14 October 2016

2 references

Lichen Depsides and Tridepsides: Progress in Pharmacological Approaches

Lasallia asiae-orientalis

2 references

Lasallic acid, a tridepside from the lichen, Lasallia asiae-orientalis

Supplement to "Chemical and Botanical Guide to Lichen Products"

Dimelaena oreina

1 reference

New Depsides from the Lichens Dimelaena oreina and Fuscidea viridis

Diploschistes gyrophoricus

1 reference

2″-O-Methylgyrophoric Acid, a New Lichen Tridepside

Rinodina alba

1 reference

2″-O-Methylgyrophoric Acid, a New Lichen Tridepside

Umbilicaria angulata

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria yunnana

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria trabeculata

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria koidzumii

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria arctica

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria cinereorufescens

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria crustulosa

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria deusta

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria esculenta

2 references

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Galanthus nivalis– Gyrophora esculenta

Umbilicaria freyi

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria grisea

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria haplocarpa

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria hyperborea

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria josiae

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria muhlenbergii

2 references

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Biological Effects of Gyrophoric Acid and Other Lichen Derived Metabolites, on Cell Proliferation, Apoptosis and Cell Signaling pathways

Umbilicaria nepalensis

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria nylanderiana

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria hirsuta

4 references

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

A Comparative Study of Isolated Secondary Metabolites from Lichens and Their Antioxidative Properties

Lichen secondary metabolites as DNA-interacting agents.

Lichen Depsides and Tridepsides: Progress in Pharmacological Approaches

Umbilicaria krempelhuberi

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria mammulata

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria polyphylla

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria proboscidea

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria ruebeliana

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria soralifera

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria spodochroa

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria thamnodes

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Umbilicaria torrefacta

3 references

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Applications of negative fast atom bombardment and MS/MS to screening of lichen compounds

Supplement to "Chemical and Botanical Guide to Lichen Products"

Umbilicaria vellea

2 references

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Supplement to "Chemical and Botanical Guide to Lichen Products"

Umbilicaria virginis

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Punctelia microsticta

1 reference

A revised structure for (-)-dihydropertusaric acid, a gamma-butyrolactone acid from the lichen punctelia microsticta

Parmotrema sancti-angelii

2 references

Ethnobotanical Notes on Three Indian Lichens

Ethnobotanical Notes on Three Indian Lichens

Umbilicaria umbilicarioides

1 reference

Studies on the Chemistry of the Lichen Genus Umbilicaria Hoffm.

Acarospora montana

1 reference

Über die Inhaltsstoffe von Lecanora hercynica POELT et ULLRICH, Lecidea silacea (ACH.) ACH. und Acarospora montana H. MAGN.

Lecidea fuscoatra

1 reference

2-O-Methylconfluentinsäure: Ein neues depsid aus Lecidea fuscoatra

Punctelia borreri

2 references

3-Methoxy-2,4-di-O-methylgyrophoric acid: a novel tridepside from the lichen Parmelia subfatiscens

Supplement to "Chemical and Botanical Guide to Lichen Products"

Parmelia substygia

2 references

Ovosäure, ein neues tridepsid aus der flechte Parmelia substygia

Supplement to "Chemical and Botanical Guide to Lichen Products"

Parmotrema cooperi

1 reference

New antiglycation and enzyme inhibitors from Parmotrema cooperi

Gyrophora esculenta

1 reference

Galanthus nivalis– Gyrophora esculenta

Pseudocyphellaria crocata

1 reference

Lichen substances. V. Methylated derivatives of orsellinic acid, lecanoric acid, and gyrophoric acid from Pseudocyphellaria crocata

Acroscyphus sphaerophoroides

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Agyrophora lyngei

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Agyrophora scholanderi

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Cetraria islandica

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Dactylina arctica

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Dactylina ramulosa

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Lasallia papulosa

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Lasallia pensylvanica

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Lasallia pustulata

2 references

Supplement to "Chemical and Botanical Guide to Lichen Products"

Lichen Depsides and Tridepsides: Progress in Pharmacological Approaches

Lobaria crassior

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Lobaria denatata

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Lobaria dissecta

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Lobaria erosa

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Lobaria ferax

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Lobaria lobulifera

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Lobaria meridionalis

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Lobaria pulmonaria

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Lobaria quercizans

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Ochrolechia androgyna

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Parmelia scortella

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Parmelia subdissecta

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Umbilicaria antarctica

1 reference

Lichen Depsides and Tridepsides: Progress in Pharmacological Approaches

Parmelia saxatilis

1 reference

Lichen Depsides and Tridepsides: Progress in Pharmacological Approaches

Acarospora fuscata

1 reference

Lichen Depsides and Tridepsides: Progress in Pharmacological Approaches

Xanthoparmelia pokornyi

1 reference

Lichen Depsides and Tridepsides: Progress in Pharmacological Approaches

Ochrolechia deceptionis

1 reference

Lichen Depsides and Tridepsides: Progress in Pharmacological Approaches

Umbilicaria rigida

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Hypocenomyce scalaris

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Cetrariella delisei

1 reference

Supplement to "Chemical and Botanical Guide to Lichen Products"

Hypotrachyna nepalensis

1 reference

Lichen Depsides and Tridepsides: Progress in Pharmacological Approaches

Parmelia tinctoria

1 reference

Lichen Depsides and Tridepsides: Progress in Pharmacological Approaches

subject has role

antineoplastic

1 reference

Biological Effects of Gyrophoric Acid and Other Lichen Derived Metabolites, on Cell Proliferation, Apoptosis and Cell Signaling pathways

antioxidant

2 references

A Comparative Study of Isolated Secondary Metabolites from Lichens and Their Antioxidative Properties

Lichen Depsides and Tridepsides: Progress in Pharmacological Approaches

topoisomerase II inhibitor

1 reference

Lichen secondary metabolites as DNA-interacting agents.

topoisomerase I inhibitor

2 references

Lichen secondary metabolites as DNA-interacting agents.

Lichen Depsides and Tridepsides: Progress in Pharmacological Approaches

anti-diabetic medication

1 reference

Lichen Depsides and Tridepsides: Progress in Pharmacological Approaches

anti-obesity medication

1 reference

Lichen Depsides and Tridepsides: Progress in Pharmacological Approaches

antimicrobial agent

1 reference

Lichen Depsides and Tridepsides: Progress in Pharmacological Approaches

antihypertensive drug

1 reference

Lichen Depsides and Tridepsides: Progress in Pharmacological Approaches

larvicide

1 reference

Lichen Depsides and Tridepsides: Progress in Pharmacological Approaches

photoprotection

1 reference

Lichen Depsides and Tridepsides: Progress in Pharmacological Approaches

wound healing

1 reference

Lichen Depsides and Tridepsides: Progress in Pharmacological Approaches

Identifiers

InChI

InChI=1S/C24H20O10/c1-10-4-13(25)7-16(26)20(10)23(31)34-15-6-12(3)21(18(28)9-15)24(32)33-14-5-11(2)19(22(29)30)17(27)8-14/h4-9,25-28H,1-3H3,(H,29,30)

1 reference

Gyrophoric acid (English)

14 October 2016

2 references

Gyrophoric acid (English)

14 October 2016

ChEBI release 2020-09-01

CAS Registry Number

548-89-0

2 references

Global Substance Registration System

UNII

BAQ44A6C6H

gyrophoric acid (English)

14 October 2016

https://commonchemistry.cas.org/detail?cas_rn=548-89-0

8 April 2021

1 reference

Gyrophoric acid (English)

14 October 2016

2 references

Gyrophoric acid (English)

14 October 2016

ChEBI ID

144159

mapping relation type

exact match

2 references

ChEBI release 2019-10-02

International Chemical Identifier

InChI

InChI=1S/C24H20O10/c1-10-4-13(25)7-16(26)20(10)23(31)34-15-6-12(3)21(18(28)9-15)24(32)33-14-5-11(2)19(22(29)30)17(27)8-14/h4-9,25-28H,1-3H3,(H,29,30)

1 reference

GYROPHORIC ACID (English)

14 October 2016

2 references

inferred from InChIKey

MSBNK-RIKEN_NPDepo-CB000266

1 reference

MassBank accession ID

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-RIKEN_NPDepo-NGA02289

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-RIKEN_NPDepo-NGA02290

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-RIKEN_NPDepo-NGA02291

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

MSBNK-RIKEN_NPDepo-NGA02292

1 reference

MassBank/MassBank-data: release version 2022.06 to wikidata

4 September 2022

2 references

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

DSSTOX compound identifier

0 references

2 references

Global Substance Registration System

UNII

BAQ44A6C6H

gyrophoric acid (English)

14 October 2016

Natural Product Atlas ID

NPA006078

2 references

inferred from InChIKey

http://www.lipidmaps.org/rest/compound/lm_id/LM/all/download

1 reference

31 December 2022