Structure

Acivicin

CAS
42228-92-2
Catalog Number
ACM42228922
Category
Inhibitors
Molecular Weight
178.57
Molecular Formula
C5H7ClN2O3

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Specification

Description
Acivicin (AT-125), a natural product produced by Streptomyces sviceus is a γ-glutamyl transpeptidase (GGT) inhibitor. Acivicin can across the blood-brain barrier and has anti-cancer, anti-parasitic properties.
Synonyms
(alpha-s,5s)-alpha-amino-3-chloro-4,5-dihydro-5-isoxazoleaceticacid;(s-(r*,r*))-4,5-dihydro-alpha-amino-3-chloro-5-isoxazoleaceticacid;4,5-dihydro-alpha-amino-3-chloro-,(s-(r*,r*))-5-isoxazoleaceticaci;acivicine;antibioticat125;nsc-163501;AT-125;ALPHA-AMINO-3-CHLORO-4,5-DIHYDRO-5-ISOXAZOLEACETIC ACID
Canonical SMILES
ClC1=NO[C@@]([C@H](N)C(O)=O)([H])C1
Melting Point
>200°C (dec.)
Appearance
Solid
Storage
4°C, stored under nitrogen*In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen).
Hazard Statements
Xn
Safety Description
36
Shipping
Can be shipped at room temperature, where not in use may vary.
Source
Streptomyces sviceus
Supplemental Hazard Statements
H301
Symbol
GHS06
What is the molecular formula of acivicin?

The molecular formula of acivicin is C5H7ClN2O3.

What is the molecular weight of acivicin?

The molecular weight of acivicin is 178.57 g/mol.

What is acivicin's role as per the description provided?

Acivicin has a role as an antimetabolite, a metabolite, an antineoplastic agent, an EC 2.3.2.2 (gamma-glutamyltransferase) inhibitor, an antimicrobial agent, an antileishmanial agent, and a glutamine antagonist.

What is the IUPAC name of acivicin?

The IUPAC name of acivicin is (2S)-2-amino-2-[(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]acetic acid.

What is the InChI of acivicin?

The InChI of acivicin is InChI=1S/C5H7ClN2O3/c6-3-1-2(11-8-3)4(7)5(9)10/h2,4H,1,7H2,(H,9,10)/t2-,4-/m0/s1.

What is acivicin's CAS number?

Acivicin's CAS number is 42228-92-2.

How many hydrogen bond donor counts does acivicin have?

Acivicin has 2 hydrogen bond donor counts.

What is acivicin's exact mass?

Acivicin's exact mass is 178.0145198 g/mol.

What is the topological polar surface area of acivicin?

The topological polar surface area of acivicin is 84.9 Å2.

What is acivicin's role in inhibiting tumor growth,?

Acivicin inhibits glutamine amidotransferases in the purine and pyrimidine biosynthetic pathways, thereby inhibiting tumor growth in cell lines dependent on glutamine metabolism.

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