Molecular Identity
castanospermine
(1S,6S,7R,8R,8aR)-1,2,3,5,6,7,8,8a-octahydroindolizine-1,6,7,8-tetrol
PubChem CID: 54445
Castanospermine is a tetrahydroxyindolizidine alkaloid that consists of octahydroindolizine having four hydroxy substituents located at positions 1, 6, 7 and 8 (the 1S,6S,7R,8R,8aR-diastereomer). It has a role as a metabolite, an EC 3.2.1.* (glycosidase) inhibitor, an anti-HIV-1 agent and an anti-inflammatory agent.
2D Structure
Properties
C8H15NO4
Molecular Formula
189.21
Molecular Weight
g/mol
189.1001
Exact Mass
Da
-2.2
XLogP
Drug-like (Lipinski: < 5)
84.2
TPSA
Good oral absorption (< 140 A²)
4
H-Bond Donors
5
H-Bond Acceptors
201
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
castanospermine79831-76-8Castinospermine1,6,7,8-Tetrahydroxyoctahydroindolizine(1S,6S,7R,8R,8aR)-octahydroindolizine-1,6,7,8-tetrol(1S,6S,7R,8R,8aR)-1,2,3,5,6,7,8,8a-octahydroindolizine-1,6,7,8-tetrolQ0I3184XM7NSC-625381CHEBI:27860DTXSID601026043(1S-(1alpha,6beta,7alpha,8beta,8alphabeta))-octahydro-1,6,7,8-indolizinetetrol(+)-CastanospermineRefChem:574815GlyTouCan:G92359QXDTXCID101510299
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to castanospermine
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