Futokadsurin C

HCID 178790231CAS 852459-91-7
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Basic information

Standard SMILES
COc1ccc([C@H]2O[C@@H](c3ccc4c(c3)OCO4)[C@H](C)[C@@H]2C)cc1OC
InChIKey
HSMDOSKNXLVXIP-WVGOSAFVSA-N
Molecular formula
C21H24O5
Average molar mass
356.4 g/mol

Overview

Futokadsurin C is a lignan that is tetrahydrofuran substituted by methyl groups at positions 3 and 4, a 3,4-dimethoxyphenyl group at position 5 and a 1,3-benzodioxol-5-yl moiety at position 2 (the 2R,3R,4S,5S stereoisomer). Isolated from the aerial parts of Piper futokadsura, it exhibits inhibitory activity against production of nitric oxide (NO). It has a role as a metabolite and an EC 1.14.13.39 (nitric oxide synthase) inhibitor. It is a lignan, a member of oxolanes, a member of benzodioxoles and a dimethoxybenzene.

Names & identifiers

Preferred name
Futokadsurin C
IUPAC
5-[(2R,3R,4S,5S)-5-(3,4-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-1,3-benzodioxole
English name
Futokadsurin C
Molecular formula
C21H24O5
Molecular weight
356.41

Names & synonyms

futokadsurin C5-[(2R,3R,4S,5S)-5-(3,4-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-1,3-benzodioxoleCHEBI:65938(7R,8R,7'S,8'S)-3',4'-dimethoxy-3,4-methylenedioxy-7,7'-epoxylignan5-[(2R,3R,4S,5S)-5-(3,4-dimethoxyphenyl)-3,4-dimethyltetrahydrofuran-2-yl]-1,3-benzodioxole5-((2R,3R,4S,5S)-5-(3,4-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl)-1,3-benzodioxole5-((2R,3R,4S,5S)-5-(3,4-dimethoxyphenyl)-3,4-dimethyltetrahydrofuran-2-yl)-1,3-benzodioxoleRefChem:142005852459-91-7orb1682542TN4089AKOS040761756
Show more names
1,3-Benzodioxole, 5-[(2R,3R,4S,5S)-5-(3,4-dimethoxyphenyl)tetrahydro-3,4-dimethyl-2-furanyl]-
CS-0113463Q27134438

Database identifiers

CAS
852459-91-7
ChEMBL
CHEMBL603427
ChEBI
CHEBI:65938

Properties

Computed structural properties

XLogP
4.3
Topological polar surface area
46.2 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
5
Rotatable bonds
4
Heavy atoms
26

Physicochemical properties

Boiling point
467.5 · 467.5±45.0 °C(Predicted)
Density
1.159 · 1.159±0.06 g/cm3(Predicted)

Chemistry & industry

Applications

UsesFutokadsurin C is a Lignans product that can be isolated from the aerial parts of Piper futokadsura.[1].

Suppliers14 total

武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
上海弘顺生物科技有限公司15901914505 · [email protected]
江苏艾康生物医药研发有限公司025-5885952 15955137747 · [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]
Additional notes · 1 item

DefinitionChEBI: Futokadsurin C is a lignan that is tetrahydrofuran substituted by methyl groups at positions 3 and 4, a 3,4-dimethoxyphenyl group at position 5 and a 1,3-benzodioxol-5-yl moiety at position 2 (the 2R,3R,4S,5S stereoisomer). Isolated from the aerial parts of Piper futokadsura, it exhibits inhibitory activity against production of nitric oxide (NO). It has a role as a metabolite and an EC 1.14.13.39 (nitric oxide synthase) inhibitor. It is a member of benzodioxoles, a dimethoxybenzene, a lignan and a member of oxolanes.

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