Herbimycin B

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Herbimycin B
Category Antibiotics
Catalog number BBF-01343
CAS 76207-83-5
Molecular Weight 530.61
Molecular Formula C28H38N2O8
Purity ≥95%

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Description

It is produced by the strain of Streptomyces hygroscopicus. It is an ansamycin antibiotic that acts as a Src family kinase inhibitor. It has herbicidal effect on most monocotyledons and dicotyledons, inhibits the activity of tobacco Mosaic virus (TMV), HeLa cells and Ehrlich cells.

Specification

Synonyms Geldanamycin, 17-demethoxy-
Storage -20 °C
IUPAC Name [(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl] carbamate
Canonical SMILES CC1CC(C(C(C=C(C(C(C=CC=C(C(=O)NC2=CC(=O)C=C(C1)C2=O)C)OC)OC(=O)N)C)C)O)OC
InChI InChI=1S/C28H38N2O8/c1-15-10-19-13-20(31)14-21(25(19)33)30-27(34)16(2)8-7-9-22(36-5)26(38-28(29)35)18(4)12-17(3)24(32)23(11-15)37-6/h7-9,12-15,17,22-24,26,32H,10-11H2,1-6H3,(H2,29,35)(H,30,34)/b9-7-,16-8+,18-12+/t15-,17+,22+,23+,24-,26+/m1/s1
InChI Key ZRACUXWBSYZVLW-LCXCNHHZSA-N

Properties

Appearance Yellow Crystal
Antibiotic Activity Spectrum Neoplastics (Tumor); Viruses
Boiling Point 756.8 °C at 760 mmHg
Melting Point 220 °C (dec.)
Density 1.22 g/cm3
Solubility Soluble in Methanol, Chloroform

Reference Reading

1. Herbimycin B, a new benzoquinonoid ansamycin with anti-TMV and herbicidal activities
Y Iwai, A Nakagawa, N Sadakane, S Omura, H Oiwa, S Matsumoto, M Takahashi, T Ikai, Y Ochiai J Antibiot (Tokyo). 1980 Oct;33(10):1114-9. doi: 10.7164/antibiotics.33.1114.
A new benzoquinonoid ansamycin, herbimycin B was isolated from the culture broth of Streptomyces hygroscopicus No. AM-3672, a herbimycin A-producing strain. Herbimycin B showed potent anti-TMV activity. Herbicidal effect of herbimycin B was less than that of herbimycin A.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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