Antibiotic I5B2

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Category Antibiotics
Catalog number BBF-02990
CAS 93768-49-1
Molecular Weight 493.49
Molecular Formula C23H32N3O7P

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Description

It is produced by the strain of Actinomadura sp. 937ZB-1. It has an inhibitory effect on the Angiotensin I converting enzyme.

Specification

Synonyms I5B2; (1-((S)-N-((S)-1-Amino-3-(4-Hydroxyphenyl)-1-Oxopropan-2-yl)-3-Methyl-2-(methylamino)Butanamido)-2-(4-Hydroxyphenyl)Ethyl)Phosphonic Acid; L-Tyrosinamide, N-methyl-L-valyl-N-[2-(4-hydroxyphenyl)-1-phosphonoethyl]-
IUPAC Name [1-[[(2S)-1-amino-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]-[(2S)-3-methyl-2-(methylamino)butanoyl]amino]-2-(4-hydroxyphenyl)ethyl]phosphonic acid
Canonical SMILES CC(C)C(C(=O)N(C(CC1=CC=C(C=C1)O)C(=O)N)C(CC2=CC=C(C=C2)O)P(=O)(O)O)NC
InChI InChI=1S/C23H32N3O7P/c1-14(2)21(25-3)23(30)26(19(22(24)29)12-15-4-8-17(27)9-5-15)20(34(31,32)33)13-16-6-10-18(28)11-7-16/h4-11,14,19-21,25,27-28H,12-13H2,1-3H3,(H2,24,29)(H2,31,32,33)/t19-,20?,21-/m0/s1
InChI Key CRLOMAVMOUQSOO-YSTUSHMSSA-N

Properties

Appearance White Powder
Melting Point >300°C
Density 1.334 g/cm3
Solubility Soluble in Hydrochloric acid, Sodium hydroxide

Reference Reading

1. Isolation and characterization of I5B2, a new phosphorus containing inhibitor of angiotensin I converting enzyme produced by Actinomadura sp
Y Kido, T Hamakado, M Anno, E Miyagawa, Y Motoki, T Wakamiya, T Shiba J Antibiot (Tokyo). 1984 Sep;37(9):965-9. doi: 10.7164/antibiotics.37.965.
A new inhibitor of angiotensin I converting enzyme, I5B2, was isolated from the culture broth of Actinomadura sp. No. 937ZE-1. This compound contains N-methylvaline, tyrosine and 1-amino-2-(4-hydroxyphenyl)ethylphosphonic acid. The microorganism also produced another inhibitor, I5B1, which is identical with K-4 isolated from Actinomadura sp. as an antihypertensive agent.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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