Basic information
- CAS
143901-35-3- Standard SMILES
COC(=O)[C@H]1[C@@H](O)[C@@]2(O)c3c(OC)cc(OC)cc3O[C@@]2(c2ccc(OC)cc2)[C@@H]1c1ccccc1- InChIKey
VFTGDXPPYSWBSO-GWNOIRNCSA-N- Molecular formula
- C28H28O8
- Average molar mass
- 492.5 g/mol
- Monoisotopic mass
- 492.17841785
Overview
Aglafolin is a heterotricyclic compound based on a 2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan framework substituted by hydroxy groups at positions C-1 and C-8b, a methoxycarbonyl group at C-2, a phenyl group at C-3, a 4-methoxyphenyl group at C-3a and methoxy groups at C-6 and C-8. A platelet aggregation inhibitor found in Aglaia elliptifolia and Aglaia odorata. It has a role as a metabolite and a platelet aggregation inhibitor. It is a methyl ester and an organic heterotricyclic compound.
Names & identifiers
- Preferred name
- Aglafolin
- IUPAC
- methyl (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate
- English name
- aglafoline
- Molecular formula
- C28H28O8
- Molecular weight
- 492.52
Names & synonyms
AGLAFOLINCHEBI:65374methyl (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylatemethyl (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo(b)cyclopenta(d)furan-2-carboxylateRefChem:1076219Aglafoline143901-35-3Methyl rocaglateCMLDBU00002646methyl (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylateC28H28O8methyl(1r,2r,3s,3ar,8bs)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3,3a,8b-tetrahydro-1h-benzo[b]cyclopenta[d]furan-2-carboxylate
Show more names
Rocaglamide U(-)-Methyl rocaglate1H-Cyclopenta[b]benzofuran-2-carboxylic acid, 2,3,3a,8b-tetrahydro-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-, methyl ester, (1R,2R,3S,3aR,8bS)-
SCHEMBL748617CHEMBL394528orb1710477SCHEMBL29369253SCHEMBL31581665DTXSID50932140BDBM50397434CMLD2_000263
Properties
Computed structural properties
- XLogP
- 3.2
- Topological polar surface area
- 104 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 7
- Heavy atoms
- 36
- Formal charge
- 0
- Complexity
- 778
Physicochemical properties
- Melting point
- 92 · 92-93 °C(Solv: benzene (71-43-2); hexane (110-54-3))
- Boiling point
- 622.9 · 622.9±55.0 °C(Predicted)
- Density
- 1.348 · 1.348±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 100 mg/mL · Ethanol : 100 mg/mL (203.04 mM)
- form
- Solid
- pka
- 11 · 11+-.0.70(Predicted)
- color
- Off-white to light yellow
Chemistry & industry
Applications
UsesAglafoline inhibits PAF-induced platelet aggregation, with an IC50 value of 50 μM.
Suppliers11 total
成都普思生物科技股份有限公司028-85370565-229 18080489829 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
上海陶术生物科技股份有限公司13564774135 · [email protected]
Musechem+1-800-259-7612 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]
ChemeGen 中国18818260767 · [email protected]
上海皓元医药股份有限公司021-58950125 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
Additional notes
Related reactions
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Compound notes
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