Herbimycin C
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| 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.
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Bio Calculators
* 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 ╳
