Castanospermine

CAT: 0957-E7646-5mgSize: 5 mgDry Ice: NoHazardous: No

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CAT#:0957-E7646-5mgSize:5 mg

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CAS Number

79831-76-8

Additionnal Information

Castanospermine is a natural alkaloid that can be extracted from black beans or the Moreton Bay chestnut tree (Castanospermum australae) . Castanospermine is an α/ β-glucosidase inhibitor. Castanospermine has anti-inflammatory, antiviral replication and anti-metastatic effects on prostate cancer. Castanospermine can be used as an immunosuppressant to prevent transplant rejection.

Storage Conditions

3 years-20°C powder 2 years-80°C in solvent

Chemical Information

Castanospermine

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.

CAS Number	79831-76-8
PubChem CID	54445
IUPAC Name	(1S,6S,7R,8R,8aR)-1,2,3,5,6,7,8,8a-octahydroindolizine-1,6,7,8-tetrol
Molecular Formula	C8H15NO4
Molecular Weight	189.21
XLogP	-2.2
Topological Polar Surface Area	84.2
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	0
Heavy Atom Count	13
Formal Charge	0
Complexity	201

SMILES

C1CN2C[C@@H]([C@H]([C@@H]([C@H]2[C@H]1O)O)O)O

InChI

InChI=1S/C8H15NO4/c10-4-1-2-9-3-5(11)7(12)8(13)6(4)9/h4-8,10-13H,1-3H2/t4-,5-,6+,7+,8+/m0/s1

InChIKey

JDVVGAQPNNXQDW-TVNFTVLESA-N

Chemical Structure

2D Structure

CAS: 79831-76-8

CID: 54445

Formula: C8H15NO4

MW: 189.21

Interactive 3D Structure

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Computed Properties

Property	Value
Molecular Weight	189.21
XLogP3	-2.2
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	0
Exact Mass	189.10010796
Monoisotopic Mass	189.10010796
Topological Polar Surface Area	84.2 Å²
Heavy Atom Count	13
Formal Charge	0
Complexity	201
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
B6439-100	Castanospermine

Castanospermine

Chemical Information

Alternative Products

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