Hatomamicin

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Hatomamicin
Category Antibiotics
Catalog number BBF-01324
CAS 116290-93-8
Molecular Weight 389.49
Molecular Formula C22H31NO5

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Description

It is produced by the strain of Saccharopolyspora YL-0358M. It is an alkaloid antibiotic. It has weaker activity against gram-positive bacteria. It also shows cytotoxicity to lymphocytic leukemia L1210 and leukemia P388 cells.

Specification

Synonyms Antibiotic YL-0358M-A
IUPAC Name (2R,3R,6S)-6-[(Z,1E,4R,5S)-5-hydroxy-2-methyl-1-[(1R,3S)-2-oxa-6-azatricyclo[5.3.0.01,3]deca-6,8-dien-10-ylidene]hept-2-en-4-yl]oxy-2-methyloxan-3-ol
Canonical SMILES CCC(C(C=C(C)C=C1C=CC2=NCCC3C12O3)OC4CCC(C(O4)C)O)O
InChI InChI=1S/C22H31NO5/c1-4-16(24)18(27-21-8-6-17(25)14(3)26-21)12-13(2)11-15-5-7-19-22(15)20(28-22)9-10-23-19/h5,7,11-12,14,16-18,20-21,24-25H,4,6,8-10H2,1-3H3/b13-12-,15-11+/t14-,16+,17-,18-,20+,21+,22-/m1/s1
InChI Key YYNGBCGFVNIEML-ARHWDDMQSA-N

Properties

Appearance Light Yellow Flaky Crystal
Antibiotic Activity Spectrum Gram-positive bacteria; Neoplastics (Tumor)
Boiling Point 595.3 °C at 760 mmHg
Melting Point 93 °C
Density 1.32 g/cm3
Solubility Soluble in Methanol, Acetone, Acetonitrile, Ethyl Acetate, Chloroform; Poorly soluble in Benzene

Reference Reading

1. Hatomamicin (YL-0358M-A), a new alkaloid antibiotic: fermentation, isolation, structure, and biological properties
H Imai, S Fujita, K Suzuki, M Morioka, T Tokunaga, M Shimizu, S Kadota, T Furuya, T Saito J Antibiot (Tokyo). 1989 Jul;42(7):1043-8. doi: 10.7164/antibiotics.42.1043.
Hatomamicin, a new alkaloid antibiotic, was isolated from the culture filtrate of a strain of Saccharopolyspora. The antibiotic was extracted with EtOAc and purified by silica gel column chromatography. The free alkaloid was obtained as pale yellowish prisms from CH3CN solution. It exhibits antimicrobial activity against Gram-positive organisms. The apparent molecular formula of hatomamicin was determined to be C22H31NO5. The structure has been established by a combination of spectroscopic and X-ray crystallographic studies.

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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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