sophoraflavanone B (Q4644281)

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chemical compound

(S)-8-dimethylallylnaringenin
(-)-(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chroman-4-one
(-)-(2S)-8-dimethylallylnaringenin
8-prenylnaringenin
Flavaprenin
8-PN
8-Prenylnaringenin
Sophoraflavanone B

Language	Label	Description	Also known as
English	sophoraflavanone B	chemical compound	(S)-8-dimethylallylnaringenin (-)-(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chroman-4-one (-)-(2S)-8-dimethylallylnaringenin 8-prenylnaringenin Flavaprenin 8-PN 8-Prenylnaringenin Sophoraflavanone B

Statements

type of chemical entity

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8C-prenylflavanone

1 reference

based on heuristic

inferred from SMILES

chemical structure

8-Prenylnaringenin.svg
660 × 465; 34 KB

0 references

340.131074 dalton

1 reference

language of work or name

8-Prenylnaringenin (English)

6 October 2016

chemical formula

C₂₀H₂₀O₅

1 reference

language of work or name

8-Prenylnaringenin (English)

6 October 2016

canonical SMILES

CC(=CCC1=C(C=C(C2=C1OC(CC2=O)C3=CC=C(C=C3)O)O)O)C

1 reference

language of work or name

8-Prenylnaringenin (English)

6 October 2016

isomeric SMILES

CC(=CCC1=C(C=C(C2=C1O[C@@H](CC2=O)C3=CC=C(C=C3)O)O)O)C

1 reference

language of work or name

8-Prenylnaringenin (English)

6 October 2016

Humulus lupulus

12 references

Regulation of osteoblastic phenotype and gene expression by hop-derived phytoestrogens.

Pharmacognostic and pharmacological profile of Humulus lupulus L.

Quantitation of 8-prenylnaringenin, a novel phytoestrogen in hops (Humulus lupulus L.), hop products, and beers, by benchtop HPLC-MS using electrospray ionization

Experimental evidence of the anaphrodisiac activity of Humulus lupulus L. in naïve male rats

Prenylflavonoid variation in Humulus lupulus: distribution and taxonomic significance of xanthogalenol and 4'-O-methylxanthohumol

Prenylflavonoids from Humulus lupulus

Comparison of the in vitro estrogenic activities of compounds from hops (Humulus lupulus) and red clover (Trifolium pratense)

Identification of a potent phytoestrogen in hops (Humulus lupulus L.) and beer

Treatment of PC-3 and DU145 prostate cancer cells by prenylflavonoids from hop (Humulus lupulus L.) induces a caspase-independent form of cell death

Estrogens and congeners from spent hops (Humulus lupulus).

In vitro studies of intestinal permeability and hepatic and intestinal metabolism of 8-prenylnaringenin, a potent phytoestrogen from hops (Humulus lupulus L.).

Modulation of breast cancer cell survival by aromatase inhibiting hop (Humulus lupulus L.) flavonoids

Flourensia riparia

1 reference

Constituents of two Flourensia species

Glycyrrhiza uralensis

1 reference

Field Survey of Glycyrrhiza Plants in Central Asia (2)1). Characterization of Phenolics and Their Variation in the Leaves of Glycyrrhiza Plants Collected in Kazakhstan

Macaranga conifera

1 reference

Prenylated flavonoids of the leaves of Macaranga conifera with inhibitory activity against cyclooxygenase-2.

Sophora moorcroftiana

1 reference

Studies on the constituents of Sophora species. XXII. Constituents of the root of Sophora moorcroftiana BENTH. ex BAKER.(1).

Sophora tomentosa

2 references

Studies on the constituents of sophora species. XIII. Constituents of the aerial parts of Sophora tomentosa L

Flavonoids from the root and stem of Sophora tomentosa

Glycosmis chlorosperma

1 reference

Prenylated flavanones and flavanonols as chemical markers in Glycosmis species (Rutaceae).

Sophora flavescens

2 references

Efficient production and capture of 8-prenylnaringenin and leachianone G-biosynthetic intermediates of sophoraflavanone G--by the addition of cork tissue to cell suspension cultures of Sophora flavescens

Two New Lavandulyl Flavonoids from Sophora flavescens

Azadirachta indica

1 reference

Prenylated Flavanones Isolated from Flowers of Azadirachta indica (the Neem Tree) as Antimutagenic Constituents against Heterocyclic Amines

Helichrysum athrixiifolium

1 reference

Three prenylated flavanoids from Helichrysum athrixiifolium

Maclura pomifera

1 reference

Comparison between metabolite productions in cell culture and in whole plant of Maclura pomifera

Marshallia mohrii

1 reference

Prenyl flavanes from Marshallia species

Marshallia graminifolia

1 reference

Prenyl flavanes from Marshallia species

Vernonia angustifolia

1 reference

Prenyl flavanes from Marshallia species

Wyethia angustifolia

1 reference

Flavonoids of Wyethia angustifolia and W. helenioides

1 reference

Flavonoids from Wyethia glabra

1 reference

Flavonoids of Balsamorhiza and Wyethia

Scabrethia scabra

1 reference

Flavonoids of Wyethia section Agnorhiza

Sophora leachiana

1 reference

Three New Phenolic Compounds from the Roots of Sophora leachiana

Macaranga denticulata

1 reference

Diterpenylated and prenylated flavonoids from Macaranga denticulata

Maclura cochinchinensis

1 reference

Benzophenones and xanthones with isoprenoid groups from Cudrania cochinchinensis

physically interacts with

taste receptor type 2

subject has role

2 references

The bitter pill: clinical drugs that activate the human bitter taste receptor TAS2R14.

Three TAS2R Bitter Taste Receptors Mediate the Psychophysical Responses to Bitter Compounds of Hops (Humulus lupulus L.) and Beer

Identifiers

InChI=1S/C20H20O5/c1-11(2)3-8-14-15(22)9-16(23)19-17(24)10-18(25-20(14)19)12-4-6-13(21)7-5-12/h3-7,9,18,21-23H,8,10H2,1-2H3/t18-/m0/s1

1 reference

language of work or name

8-Prenylnaringenin (English)

6 October 2016

LPEPZZAVFJPLNZ-SFHVURJKSA-N

2 references

language of work or name

8-Prenylnaringenin (English)

6 October 2016

ChEBI release 2020-09-01

CAS Registry Number

1 reference

LPEPZZAVFJPLNZ-SFHVURJKSA-N

CAS Common Chemistry

8 April 2021

https://commonchemistry.cas.org/detail?cas_rn=53846-50-7

1 reference

language of work or name

(-)-8-Prenylnaringenin (English)

6 October 2016

1 reference

language of work or name

8-Prenylnaringenin (English)

6 October 2016

Reaxys registry number

5611472

1 reference

language of work or name

sophoraflavanone B (English)

6 October 2016

mapping relation type

1 reference

language of work or name

sophoraflavanone B (English)

6 October 2016

1 reference

language of work or name

CHEMBL376915 (English)

6 October 2016

UniChem compound ID

1 reference

MassBank accession ID

MSBNK-BS-BS003000

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MSBNK-BS-BS003001

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MSBNK-BS-BS003002

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MSBNK-BS-BS003003

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splash10-000i-0039000000-1a68000feccaaebcdb67

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splash10-000i-0009000000-511c5eba590f52e7c5ac

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splash10-014i-0930000000-4487926a00e47414c95a

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DSSTox substance ID

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

DSSTOX compound identifier

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Probes And Drugs ID

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1 reference

language of work or name

sophoraflavanone B (English)

6 October 2016

0 references

1 reference

Freebase Data Dumps

publication date

28 October 2013

Microsoft Academic ID

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Sitelinks

Wikipedia(8 entries)

Wikibooks(0 entries)

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Wikiquote(0 entries)

Wikisource(0 entries)

Wikiversity(0 entries)

Wikivoyage(0 entries)

Wiktionary(0 entries)

Multilingual sites(0 entries)

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