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(+)-Castanospermine

(+)-Castanospermine structure

CAS No:
79831-76-8
Formula:
C8H15NO4
Chemical Name:
(+)-Castanospermine
Synonyms:
1,6,7,8-Indolizinetetrol,octahydro-,(1S,6S,7R,8R,8aR)-;1,6,7,8-Indolizinetetrol,octahydro-,[1S-(1α,6β,7α,8β,8aβ)]-;(1S,6S,7R,8R,8aR)-Octahydro-1,6,7,8-indolizinetetrol;Castanospermine;(+)-Castanospermine;NSC 614552
Categories:
Natural Products > Alkaloids

Description

Castanospermine inhibits all forms of α- and β-glucosidases, especially glucosidase l (required for glucoprotein processing by transfer of mannose and glucose from asparagine-linked lipids).target：α- and β-glucosidases.IC 50: 1.2 uM [2] in vitro :Castanospermine, [(1 S,6S,7R,8R,8aR)-1 ,6,7,8-tetrahydroxyoctahydroindolizine]is a potent and specific inhibitor of mammalian and plant α-and β-D-glucosidases in vitro [1] in vivo: Experiments in vivo with castanospermine, an inhibitor of the gl

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 anti-HIV-1 agent, an anti-inflammatory agent and an EC 3.2.1.* (glycosidase) inhibitor.

(+)-Castanospermine Basic Attributes

Molecular Weight：

189.21

Exact Mass：

189.21

UNII：

Q0I3184XM7

DSSTox ID：

DTXSID30147977

Characteristics

PSA：

84.2

XLogP3：

-1.61

Appearance：

White Crystalline Solid

Density：

1.5±0.1 g/cm3

Melting Point：

202-208 °C (decomp)

Boiling Point：

421.9±45.0 °C at 760 mmHg

Flash Point：

267.6±27.4 °C

Refractive Index：

1.647

Water Solubility：

soluble in water;1 M HCl: 20 mg/mL, clear, very faintly yellow

Storage Conditions：

2-8°C

Specific rotation：

D25 +79.7° (c = 0.93 in water)

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

20/21/22-36/37/38

safety instructions：

26-36

Marks：

Xn,Xi

Precautionary statement(s)：

P280

Hazard Statements：

H302-H312-H332

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, and P501|Aggregated GHS information provided by 39 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions.They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)|Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging. (See all compounds classified as Immunosuppressive Agents.)|Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)|Compounds that inhibit or block the activity of GLYCOSIDE HYDROLASES such as ALPHA-AMYLASES and ALPHA-GLUCOSIDASES. (See all compounds classified as Glycoside Hydrolase Inhibitors.)

MeSH Entry Terms：

1,6,7,8-tetrahydroxyoctahydroindolizine

(+)-Castanospermine Use and Manufacturing

a-L-fucosidases inhibitor

Computed Properties

Molecular Weight:189.21
XLogP3:-2.2
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:5
Exact Mass:189.10010796
Monoisotopic Mass:189.10010796
Topological Polar Surface Area:84.2
Heavy Atom Count:13
Complexity:201
Defined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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CAS No.: 79831-76-8

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(1S,6S,7R,8R,8aR)-1,6,7,8-Tetrahydroxyindolizidine 99% see COA kanbei

CAS No.: 79831-76-8

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Content: 99%

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Guide of (+)-Castanospermine

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
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