Grundinformationen
- Standard-SMILES
CC(C)=CCc1c(O)cc(O)c2c1O[C@H](c1ccc(O)cc1)CC2=O- InChIKey
LPEPZZAVFJPLNZ-SFHVURJKSA-N- Summenformel
- C20H20O5
- Durchschnittliche Molmasse
- 340,4 g/mol
- Monoisotopische Masse
- 340,13107374
Überblick
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-).
Namen und Bezeichner
- Bevorzugter Name
- Sophoraflavanone B
- IUPAC
- (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
- Englischer Name
- 8-PRENYLNARINGENIN
- Summenformel
- C20H20O5
- Molmasse
- 340.37
Namen und Synonyme
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
Weitere Namen anzeigen
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
Datenbank-Bezeichner
- CAS
53846-50-7- PubChem CID
- 480764
- DTXSID
DTXSID60333083- ChEMBL
CHEMBL376915、CHEMBL460647- ChEBI
CHEBI:50207- UNII
- 5L872SZR8X
- Nikkaji
- J607.005A
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 4,3
- Polarare Oberfläche (TPSA)
- 87 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 25
- Formalladung
- 0
- Komplexität
- 504
Experimentelle und physikochemische Eigenschaften
Endocrine DisruptorsPotential endocrine disrupting compound
Physikochemische Eigenschaften
- Siedepunkt
- 597.6 · 597.6±50.0 °C(Predicted)
- Dichte
- 1.314 · 1.314±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- Soluble in DMSO
- pka
- 7.7 · 7.70±0.40(Predicted)
- Aggregatzustand
- Solid
- Farbe
- White to off-white
- BRN
- 5611472 · 5611472
- InChI
- 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
- InChIKey
- LPEPZZAVFJPLNZ-SFHVURJKSA-N
- SMILES
- [C@H]1(C2=CC=C(O)C=C2)OC2=C(C/C=C(/C)\C)C(O)=CC(O)=C2C(=O)C1
- LogP
- 4.037 · 4.037 (est)
Sicherheit und Regulatorisches
Sicherheitsdaten
- wgk
- 3
Chemie und Industrie
Anwendungen
Verwenden(-)-8-Prenylnaringin is a prenylflavonoid, a class on non-steroidal phytoestrogen that mimicks and/or modulating endogenous estrogens via estrogen receptor binding.
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