Herbimycin A
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| Category | Antibiotics |
| Catalog number | BBF-01822 |
| CAS | 70563-58-5 |
| Molecular Weight | 574.67 |
| Molecular Formula | C30H42N2O9 |
| Purity | >98% |
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Description
Herbimycin A is produced by the strain of Streptomyces hygroscopicus. It is an ansamycin antibiotic that acts as a Src family kinase inhibitor and Hsp90 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 | Herbimycin; Antibiotic Tan 420F; NSC 305978 |
| Storage | -20 °C |
| IUPAC Name | [(4E,6Z,8S,9S,10E,12S,13R,14S,16S,17R)-8,13,14,17-tetramethoxy-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)OC)OC |
| InChI | InChI=1S/C30H42N2O9/c1-16-10-9-11-23(37-5)28(41-30(31)36)18(3)12-17(2)27(40-8)24(38-6)13-19(4)26(39-7)21-14-20(33)15-22(25(21)34)32-29(16)35/h9-12,14-15,17,19,23-24,26-28H,13H2,1-8H3,(H2,31,36)(H,32,35)/b11-9-,16-10+,18-12+/t17-,19-,23-,24-,26+,27+,28-/m0/s1 |
| InChI Key | MCAHMSDENAOJFZ-BVXDHVRPSA-N |
| Source | Streptomyces sp. |
Properties
| Appearance | Yellow Columnar Crystal |
| Application | Enzyme Inhibitors |
| Antibiotic Activity Spectrum | Neoplastics (Tumor); Viruses |
| Boiling Point | 752.0 °C at 760 mmHg |
| Melting Point | 230 °C (dec.) |
| Density | 1.19±0.1 g/cm3 (Predicted) |
| Solubility | Soluble in Methanol, Chloroform, DMSO |
Reference Reading
1.(3R*)-Methyl 3-[(2S*)-4,6-dimethoxy-2-(4-methoxyphenyl)-3-oxo-2,3-dihydro-1-benzofuran-2-yl]-2-methoxycarbonyl-3-phenylpropionate.
Wang XY1, Li N, Ma YQ, Qin ZH. Acta Crystallogr Sect E Struct Rep Online. 2009 Oct 28;65(Pt 11):o2893. doi: 10.1107/S1600536809042196.
The title compound, C(29)H(28)O(9), was isolated from the reaction of 4,6-dimeth-oxy-2-(4-methoxy-phen-yl)-3-benzofuran and α-methoxy-carbonyl-cinnaminate. The two aromatic rings form a dihedral angle of 22.7 (1)°. One methoxy-carbonyl group is disordered between two orientations in a 0.612 (4):0.388 (4) ratio. The crystal structure exhibits no significantly short inter-molecular contacts.
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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 ╳
