Basic information
- CAS
54081-47-9- Standard SMILES
C[C@@H]1O[C@@H](O[C@@H]2C(=O)c3c(O)cc(O)cc3O[C@H]2c2ccc(O)c(O)c2)[C@H](O)[C@H](O)[C@H]1O- InChIKey
ZROGCCBNZBKLEL-MFSALPCASA-N- Molecular formula
- C21H22O11
- Average molar mass
- 450.4 g/mol
- Monoisotopic mass
- 450.11621151
Overview
Neoastilbin is a flavanone glycoside that is ()-taxifolin substituted by a alpha-L-rhamnosyl moiety at position 3 via a glycosidic linkage. It is a member of 4'-hydroxyflavanones, an alpha-L-rhamnoside, a tetrahydroxyflavanone, a member of 3'-hydroxyflavanones, a monosaccharide derivative and a flavanone glycoside. It is functionally related to a (-)-taxifolin. It is an enantiomer of an astilbin.
Names & identifiers
- Preferred name
- Neoastilbin
- IUPAC
- (2S,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one
- English name
- Neoastilbin
- Molecular formula
- C21H22O11
- Molecular weight
- 450.4
Names & synonyms
Neoastilbin54081-47-9(2S,3S)-Taxifolin 3-rhamnosideCHEBI:27669DTXSID20331828(2S,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-chromen-3-yl 6-deoxy-alpha-L-mannopyranosideRefChem:927585DTXCID20282922NEOSMITILBIN(2S,3S)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)chroman-4-one(2S,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one(2S,3S)-dihydroquercetin 3-O-alpha-L-rhamnoside
Show more names
(2S,3S)-AstilbinNeosmitilbin, 10 mM in DMSOinhibit,Neosmitilbin,Inhibitor4H-1-Benzopyran-4-one, 3-[(6-deoxy-α-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-, (2S,3S)-
MLS002473045orb1217901orb1297272SCHEMBL5575049CHEMBL1314522SCHEMBL29368812HMS2218C14HY-N5115
Properties
Computed structural properties
- XLogP
- 0.4
- Topological polar surface area
- 186 Ų
- Hydrogen bond donors
- 7
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 3
- Heavy atoms
- 32
- Formal charge
- 0
- Complexity
- 676
Physicochemical properties
- Melting point
- 176 · 176-177 °C
- Boiling point
- 801.1 · 801.1±65.0 °C(Predicted)
- Density
- 1.74 · 1.74±0.1 g/cm3(Predicted)
- form
- Solid
- pka
- 7.34 · 7.34±0.60(Predicted)
- color
- Off-white to light yellow
Chemistry & industry
Applications
UsesNeosmitilbin isisolated fromGarciniamangostana.
Suppliers66 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]
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成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]
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合肥翰刚医药科技有限公司+8618062405514 · [email protected]
成都市久鼎化学技术有限公司18584079237 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
成都普睿法药物研发有限公司82633860 18982077548 · [email protected]
Aladdin Scientific[email protected]
上海晶抗生物工程有限公司021-54721350 13524668266 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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