Sophoraflavanone B

HCID 480764
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Basic information

CAS
53846-50-7
Standard SMILES
CC(C)=CCc1c(O)cc(O)c2c1O[C@H](c1ccc(O)cc1)CC2=O
InChIKey
LPEPZZAVFJPLNZ-SFHVURJKSA-N
Molecular formula
C20H20O5
Average molar mass
340.4 g/mol
Monoisotopic mass
340.13107374

Overview

Sophoraflavanone B is a trihydroxyflavanone that is (S)-naringenin having a prenyl group at position 8. It has a role as a platelet aggregation inhibitor and a plant metabolite. It is a member of 4'-hydroxyflavanones, a (2S)-flavan-4-one and a trihydroxyflavanone. It is functionally related to a (S)-naringenin. It is a conjugate acid of a sophoraflavanone B(1-).

Names & identifiers

Preferred name
Sophoraflavanone B
IUPAC
(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
English name
8-PRENYLNARINGENIN
Molecular formula
C20H20O5
Molecular weight
340.37

Names & synonyms

Sophoraflavanone B(-)-(2S)-8-dimethylallylnaringeninCHEBI:50207(-)-(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chroman-4-one(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-chromen-4-oneRefChem:10988895,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one8-Prenylnaringenin53846-50-7Flavaprenin(-)-8-Prenylnaringenin(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
Show more names
8-PN(?)-8-Prenylnaringenin8-Prenylnaringenin, 10 mM in DMSOFlavaprenin (8-Prenylnaringenin, Sophorafl)inhibit,Apoptosis,8?Prenylnaringenin,8-?Prenylnaringenin,Inhibitor,8 ?Prenylnaringenin
(S)-8-dimethylallylnaringenin8-?Prenylnaringenin(S)-5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-8-(3-METHYLBUT-2-EN-1-YL)CHROMAN-4-ONE8-prenyl-naringeninPhloroglucinol Impurity Y5L872SZR8XCHEMBL376915YS04

Database identifiers

CAS
53846-50-7
PubChem CID
480764
DTXSID
DTXSID60333083
ChEMBL
CHEMBL376915、CHEMBL460647
ChEBI
CHEBI:50207
UNII
5L872SZR8X
Nikkaji
J607.005A

Properties

Computed structural properties

XLogP
4.3
Topological polar surface area
87 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
5
Rotatable bonds
3
Heavy atoms
25

Experimental & physicochemical properties

Endocrine DisruptorsPotential endocrine disrupting compound

Physicochemical properties

Boiling point
597.6 · 597.6±50.0 °C(Predicted)
Density
1.314 · 1.314±0.06 g/cm3(Predicted)
storage temp.
2 · 2-8°C
solubility
Soluble in DMSO
pka
7.7 · 7.70±0.40(Predicted)
form
Solid

Safety & regulation

Safety data

wgk
3
Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H315-H319
Precautionary statements
P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Chemistry & industry

Applications

Uses(-)-8-Prenylnaringin is a prenylflavonoid, a class on non-steroidal phytoestrogen that mimicks and/or modulating endogenous estrogens via estrogen receptor binding.

Suppliers100 total

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
銘瑞集團有限公司17318633522 · [email protected]
成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Sophoraflavanone B is a trihydroxyflavanone that is (S)-naringenin having a prenyl group at position 8. It has a role as a platelet aggregation inhibitor and a plant metabolite. It is a trihydroxyflavanone, a member of 4'-hydroxyflavanones and a (2S)-flavan-4-one. It is functionally related to a (S)-naringenin. It is a conjugate acid of a sophoraflavanone B(1-).

Related reactions

1 records
New reaction record

Compound notes

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