Aggreceride A

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Aggreceride A
Category Enzyme inhibitors
Catalog number BBF-00388
CAS 19207-26-2
Molecular Weight 316.47
Molecular Formula C18H36O4

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Description

It is produced by the strain of Streptomyces sp. OM-3209. Aggreceride had no antibacterial activity. Aggreceride A of 50 ㎍/ml inhibited thrombin-induced platelet aggregation of 92%. Aggreceride A of 25 ㎍/ml inhibited thrombin-induced platelet aggregation of 81%.

Specification

Synonyms S3L0ID00Y9; 2,3-Dihydroxypropyl 12-methyltetradecanoate; Tetradecanoic acid, 12-methyl-, 2,3-dihydroxypropyl ester; CTK4E0886; DTXSID50172766; (S)-12-Methyltetradecanoic acid (R)-2,3-dihydroxypropyl ester; Tetradecanoic acid,12-methyl-, (2R)-2,3-dihydroxypropyl ester, (12S)-
IUPAC Name [(2R)-2,3-dihydroxypropyl] (12S)-12-methyltetradecanoate
Canonical SMILES CCC(C)CCCCCCCCCCC(=O)OCC(CO)O
InChI InChI=1S/C18H36O4/c1-3-16(2)12-10-8-6-4-5-7-9-11-13-18(21)22-15-17(20)14-19/h16-17,19-20H,3-15H2,1-2H3/t16-,17+/m0/s1
InChI Key HLQJYDUSPITBCP-DLBZAZTESA-N

Properties

Appearance White Amorphous Powder
Boiling Point 433.7 °C at 760 mmHg
Density 0.974 g/cm3
Solubility Soluble in Chloroform

Reference Reading

1. Synthesis of both the enantiomers of aseanostatin P5 (sarcinic acid), an inhibitor of myeloperoxidase release, and four diastereomers of aggreceride A, a platelet aggregation inhibitor
T Kitahara, S Aono, K Mori Biosci Biotechnol Biochem. 1995 Jan;59(1):78-82. doi: 10.1271/bbb.59.78.
Both the enantiomers of aseanostatin P5 (sarcinic acid), an inhibitor of myeloperoxidase (MPO) release from human polymorphonuclear leukocytes (PMN), with high optical purity were synthesized by starting from (S)-2-methylbutanol and methyl (S)-3-hydroxy-2-methylpropanoate. They were converted to four diastereomers of aggreceride A, a platelet aggregation inhibitor.

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