Herbimycin C

Herbimycin C

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Herbimycin C
Category Antibiotics
Catalog number BBF-01823
CAS 91700-92-4
Molecular Weight 560.64
Molecular Formula C29H40N2O9
Purity >98% by HPLC

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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-15-methoxy-, (15R)-
Storage -20 °C
IUPAC Name [(4E,6Z,8S,9S,10E,12S,13R,14S,16S,17R)-13-hydroxy-8,14,17-trimethoxy-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(C1OC)C2=O)C)OC)OC(=O)N)C)C)O)OC
InChI InChI=1S/C29H40N2O9/c1-15-9-8-10-22(37-5)27(40-29(30)36)17(3)11-16(2)24(33)23(38-6)12-18(4)26(39-7)20-13-19(32)14-21(25(20)34)31-28(15)35/h8-11,13-14,16,18,22-24,26-27,33H,12H2,1-7H3,(H2,30,36)(H,31,35)/b10-8-,15-9+,17-11+/t16-,18-,22-,23-,24+,26+,27-/m0/s1
InChI Key DWFFHRSGCPBMKD-OOJAHTAHSA-N
Source Streptomyces sp.

Properties

Appearance Crystalline Powder
Antibiotic Activity Spectrum Neoplastics (Tumor); Viruses
Boiling Point 774.1 °C at 760 mmHg
Melting Point 203 °C (dec.)
Density 1.23 g/cm3
Solubility Soluble in Methanol, Chloroform, DMSO

Reference Reading

1. 1H-nmr analysis of herbimycins and dihydro-herbimycins
L Z Lin, G A Cordell, G Blaskó J Nat Prod . 1988 Nov-Dec;51(6):1161-5. doi: 10.1021/np50060a018.
Herbimycin A [1] and herbimycin C [3] and their dihydro-derivatives 5 and 6, respectively, have been obtained from the cell broth of Streptomyces hygroscopicus, and the assignment of their 1H-nmr has been completed. Strong cytotoxic activity of antibiotics 1, 3, 5, and 6 against the P-388 and KB lymphocytic leukemia test systems has been demonstrated.

Bio Calculators

Stock concentration: *
Desired final volume: *
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L

* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
g/mol
g

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