Basic information
- CAS
548-82-3- Standard SMILES
O=C1c2c(O)cc(O)cc2O[C@H](c2ccccc2)[C@H]1O- InChIKey
SUYJZKRQHBQNCA-LSDHHAIUSA-N- Molecular formula
- C15H12O5
- Average molar mass
- 272.25 g/mol
- Monoisotopic mass
- 272.06847348
Overview
Pinobanksin is a trihydroxyflavanone in which the three hydroxy substituents are located at positions 3, 5 and 7. It has a role as an antioxidant, a metabolite and an antimutagen. It is a secondary alpha-hydroxy ketone and a trihydroxyflavanone.
Names & identifiers
- Preferred name
- Pinobanksin
- IUPAC
- (2R,3R)-3,5,7-trihydroxy-2-phenyl-2,3-dihydrochromen-4-one
- English name
- PINOBANKSIN
- Molecular formula
- C15H12O5
- Molecular weight
- 272.25
Names & synonyms
Pinobanksin548-82-33,5,7-Trihydroxyflavanone(2R,3R)-pinobanksinBK3ABR33DT(2R,3R)-3,5,7-trihydroxy-2-phenyl-2,3-dihydrochromen-4-one2,3-Dihydro-3,5,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one(2R,3R)-3,5,7-Trihydroxy-2-phenyl-chroman-4-oneDTXSID10203287CHEBI:281033,5,7-trihydroxy-flavanoneRefChem:929305
Show more names
Pibanksin(2R)-2α-Phenyl-2,3-dihydro-3β,5,7-trihydroxy-4H-1-benzopyran-4-one(2R)-2,3-Dihydro-3β,5,7-trihydroxy-2α-phenyl-4H-1-benzopyran-4-one4H-1-Benzopyran-4-one,2,3-dihydro-3,5,7-trihydroxy-2-phenyl-, (2R,3R)-
DTXCID10125778Pinobaksin(2r,3r)-3,5,7-trihydroxy-2-phenyl-2,3-dihydro-4h-chromen-4-one(2R,3R)-3,5,7-TrihydroxyflavanoneMFCD07784478(2R,3R)-2,3-dihydro-3,5,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-oneCHEMBL608410(2R,3R)-3,5,7-Trihydroxy-2-phenylchroman-4-one
Database identifiers
- CAS
548-82-3
Properties
Computed structural properties
- XLogP
- 2.2
- Topological polar surface area
- 87 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 1
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 365
Physicochemical properties
- Melting point
- 173 · 173-175 °C(Solv: methanol (67-56-1))
- Boiling point
- 570.6 · 570.6±50.0 °C(Predicted)
- Density
- 1.497 · 1.497±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Hygroscopic, -20°C Freezer, Under inert atmosphere
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- pka
- 7.4 · 7.40±0.60(Predicted)
- form
- Solid
- color
- White to Off-White
- BRN
- 91238 · 91238
- Stability
- Hygroscopic
- Major Application
- metabolomicsvitamins, nutraceuticals, and natural products
- InChI
- InChI=1S/C15H12O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,14-17,19H/t14-,15+/m0/s1
- InChIKey
- SUYJZKRQHBQNCA-LSDHHAIUSA-N
- SMILES
- O=C1[C@@H]([C@@H](C2C=CC=CC=2)OC2=CC(=CC(=C21)O)O)O
- LogP
- 3.15 · 3.150 (est)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
Usesrac-Pinobanksin is a dihydroflavonol that posesses antioxidant properties. Pinobanksin is most commonly found in propolis, a material utilized by bees in the construction of their hives.
UsesPinobanksin is an antioxidant α-tocopherol reducing bioflavonoid (dihydroflavonol) found in honey that may be used in studies of inhibitors of lipid peroxidation. Pinobanksin may be used as a reference material in analytical studies of the presence and identity of anti-oxidative phenolic compounds found in plants such as propolis gum.
Suppliers69 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]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [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]
成都埃法生物科技有限公司028-028-85142057 19983342022 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
Related reactions
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Compound notes
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