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: C1CN2CC(C(C(C2C1O)O)O)OIsomeric SMILES
SMILES: C1CN2C[C@@H]([C@H]([C@@H]([C@H]2[C@H]1O)O)O)OSynonyms(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-tetrolCHEBI:27860Q0I3184XM7NSC-625381DTXSID601026043(1S-(1alpha,6beta,7alpha,8beta,8alphabeta))-octahydro-1,6,7,8-indolizinetetrol(+)-CastanospermineRefChem:574815DTXCID101510299(1S,6S,7R,8R,8aR)-1,6,7,8-Tetrahydroxyindolizidine
Data from PubChem (NCBI)
This platform is for informational purposes only and does not constitute medical advice. Always consult a qualified healthcare professional.
Drug Network
Trials and conditions connected to Castanospermine
Loading drug network...