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Glycoperine

HCID 442906
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Basic information

CAS
55740-45-9
Standard SMILES
COc1c2ccoc2nc2c(OC)c(O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)ccc12
InChIKey
KJOKSAQCWDHTOL-QTOAMZBASA-N
Molecular formula
C19H21NO8
Average molar mass
391.4 g/mol
Monoisotopic mass
391.12671663

Overview

Glycoperine is an organic heterotricyclic compound, an organonitrogen heterocyclic compound and an oxacycle.

Names & identifiers

Preferred name
Glycoperine
IUPAC
(2S,3R,4R,5R,6S)-2-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-6-methyloxane-3,4,5-triol
English name
[4,8-Dimethoxyfuro[2,3-b]quinolin-7-yl]6-deoxy-α-L-mannopyranoside
Molecular formula
C19H21NO8
Molecular weight
391.37

Names & synonyms

Glycoperine55740-45-9(2S,3R,4R,5R,6S)-2-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-6-methyloxane-3,4,5-triolC10686AC1L9DM8starbld0000881CHEBI:5479orb1690460SCHEMBL29588284STOCK1N-21976DTXSID70331999MolPort-002-513-217
Show more names
[4,8-Dimethoxyfuro[2,3-b]quinolin-7-yl]6-deoxy-α-L-mannopyranosideα-L-Mannopyranoside, 4,8-dimethoxyfuro[2,3-b]quinolin-7-yl 6-deoxy-
HY-N7478ZINC03984166AKOS030492227DA-73803CS-0129872T40640Q271067764,8-Dimethoxyfuro[2,3-b]quinolin-7-yl 6-deoxy-alpha-L-mannopyranoside

Database identifiers

CAS
55740-45-9
PubChem CID
442906
DTXSID
DTXSID70331999
ChEBI
CHEBI:5479
Nikkaji
J12.410I

Properties

Computed structural properties

XLogP
1.2
Topological polar surface area
124 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
9
Rotatable bonds
4
Heavy atoms
28
Formal charge
0
Complexity
538

Chemistry & industry

Applications

DescriptionA glycosidic alkaloid of the furanoquinoline type, glycoperine occurs in the extract from Haplophyllum perforatum. The structure has been established from a study of the infrared, ultraviolet, NMR and mass spectra.

UsesGlycoperine is a alkaloid from haplophyllum perforatum[1].

Additional notes

DefinitionChEBI: Glycoperine is an organonitrogen heterocyclic compound, an organic heterotricyclic compound and an oxacycle.

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