Basic information
- CAS
606-91-7- Standard SMILES
COc1ccc2c(c1)O[C@H]1c3ccc(OC)cc3OC[C@@H]21- InChIKey
VPGIGLKLCFOWDN-YOEHRIQHSA-N- Molecular formula
- C17H16O4
- Average molar mass
- 284.31 g/mol
- Monoisotopic mass
- 284.10485899
Overview
(6aR,11aR)-3,9-dimethoxy-6a,11a-dihydro-6H-benzofuro[3,2-c][1]benzopyran is a member of pterocarpans.
Names & identifiers
- Preferred name
- Homopterocarpin
- IUPAC
- (6aR,11aR)-3,9-dimethoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene
- English name
- HOMOPTEROCARPIN
- Molecular formula
- C17H16O4
- Molecular weight
- 284.31
Names & synonyms
Homopterocarpin(6ar,11ar)-3,9-dimethoxy-6a,11a-dihydro-6h-[1]benzofuro[3,2-c]chromene3,9-DimethoxypterocarpanTM99P392WW(6aR,11aR)-3,9-dimethoxy-6a,11a-dihydro-6H-(1)benzofuro(3,2-c)chromeneRefChem:923057606-91-7Homopterocarpin isomerMedicarpin methyl etherSpectrum_000462SpecPlus_000212Spectrum2_000372
Show more names
(6aR)-6a,11aα-Dihydro-3,9-dimethoxy-6H-benzofuro[3,2-c][1]benzopyran(6aR)-6aα,11aα-Dihydro-3,9-dimethoxy-6H-benzofuro[3,2-c][1]benzopyran6H-Benzofuro[3,2-c][1]benzopyran, 6a,11a-dihydro-3,9-dimethoxy-, (6aR,11aR)-
Spectrum3_000139Spectrum4_001569Spectrum5_000198BSPBio_001818KBioGR_002098KBioSS_000942SPECTRUM100743DivK1c_006308
Database identifiers
- CAS
606-91-7- PubChem CID
- 101795
- DTXSID
DTXSID10976040
Properties
Computed structural properties
- XLogP
- 2.9
- Topological polar surface area
- 36.9 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 374
Experimental & physicochemical properties
Collision Cross Section
162.7 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
160.79 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 86 · 86-87 °C
- Boiling point
- 395.033 · 395.033±42.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.234 · 1.234±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Oil
Chemistry & industry
Applications
DescriptionHomopterocarpin and Pterocarpus extract offer gastroprotection against indomethacin- induced ulcer by antioxidative mechanism and the modulation of gastric homeostasis, homopterocarpin may be responsible for, or contribute to the antiulcerogenic property of P. erinaceus. Homopterocarpin can inhibit (lower concentration) or kill (higher concntration) human^s liver cancer cells under the cultured condition, they have anticancer activity. 3. Homopterocarpin can contribute to the hepatoprotective and antioxidant potentials of P. erinaceus extract in acetaminophen-provoked hepatotoxicity. 4. (-)-Homopterocarpin has active insect antifeedant against both S. litura and R. speratus. 5. (+)-Homopterocarpin has antimitotic effect.
UsesHomopterocarpin is an isoflavonoid that can be isolated from Pterocarpus erinaceus. Homopterocarpin has hepatoprotective and antioxidant properties. Homopterocarpin is a competitive reversible inhibitor of human monoamine oxidase-B with an IC50 and a Ki of 0.72 and 0.21 μM for hMAO-B, respectively. Homopterocarpin can be used for the research of liver injury and oxidative stress[1][2].
Suppliers29 total
成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
成都普思生物科技股份有限公司028-85370565-229 18080489829 · [email protected]
武汉市皇臻生物化工有限公司13795480948 · [email protected]
佛山宝诺生物科技有限公司0757-85921206 18520245316 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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