4-Hydroxybaumycinol A2
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| Category | Antibiotics |
| Catalog number | BBF-00991 |
| CAS | 78962-31-9 |
| Molecular Weight | 661.70 |
| Molecular Formula | C33H43NO13 |
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Description
4-Hydroxybaumycinol A2 is an anthracycline antibiotic produced by Actinomadura sp. D326. It has anti-tumor activity.
Specification
| Synonyms | Rubeomycin B1 |
| IUPAC Name | (9S)-7-[(4S,5S,6S)-4-amino-5-[(1R,3S)-3-hydroxy-1-[(2S)-1-hydroxypropan-2-yl]oxybutoxy]-6-methyloxan-2-yl]oxy-4,6,9,11-tetrahydroxy-9-[(1R)-1-hydroxyethyl]-8,10-dihydro-7H-tetracene-5,12-dione |
| Canonical SMILES | CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)O)O)(C(C)O)O)N)OC(CC(C)O)OC(C)CO |
| InChI | InChI=1S/C33H43NO13/c1-13(36)8-22(44-14(2)12-35)47-32-15(3)45-23(9-19(32)34)46-21-11-33(43,16(4)37)10-18-25(21)31(42)27-26(29(18)40)28(39)17-6-5-7-20(38)24(17)30(27)41/h5-7,13-16,19,21-23,32,35-38,40,42-43H,8-12,34H2,1-4H3/t13-,14-,15-,16+,19-,21?,22+,23?,32+,33-/m0/s1 |
| InChI Key | QSLSPJFMOXHLJX-VDTLOKLVSA-N |
Properties
| Appearance | Dark Red Powder |
| Antibiotic Activity Spectrum | neoplastics (Tumor) |
| Boiling Point | 882.3±65.0 °C at 760 mmHg |
| Melting Point | 149-153°C |
| Density | 1.5±0.1 g/cm3 |
Reference Reading
1. The absolute structures of rubeomycins A and A1 (carminomycins II and III) and rubeomycins B and B1 (4-hydroxybaumycinols A1 and A2)
Y Ogawa, H Mori, N Yamada, K Kon J Antibiot (Tokyo). 1984 Jan;37(1):44-56. doi: 10.7164/antibiotics.37.44.
The absolute configurations of rubeomycins A and A1 (corresponding to carminomycins II and III) and rubeomycins B and B1 (corresponding to 4-hydroxybaumycinols A1 and A2), except at the C-1" position, were determined by comparison of the optical rotations and other spectral data of rubeomycin derivatives with those of daunomycin and L-(+)-lactic acid.
2. Rubeomycin, a new anthracycline antibiotic complex. I. Taxonomy of producing organism, isolation, characterization and biological activities of rubeomycin A, A1, B and B1
Y Ogawa, H Sugi, N Fujikawa, H Mori J Antibiot (Tokyo). 1981 Aug;34(8):938-50. doi: 10.7164/antibiotics.34.938.
A new antibiotic complex has been obtained from the cultures of an actinomycete, strain FA-1180, isolated from a soil sample collected at lake side of Biwa in Japan. On the basis of taxonomic studies the producing microorganism is designated as Actinomadura roseoviolacea var. biwakoensis nov. var. The antibiotic complex belongs to the class of anthracycline glycoside antibiotics. All components form deep red fine needles on crystallization; components are named rubeomycin A, A1, B and B1. These components exhibit activity against Gram-positive bacteria as well as Yoshida sarcoma cell in vitro. These components are also effective on P388 leukemia.
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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 ╳
