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4-Hydroxybaumycinol A1

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Category Antibiotics
Catalog number BBF-00990
CAS 78919-31-0
Molecular Weight 661.70
Molecular Formula C33H43NO13

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Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

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Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

4-Hydroxybaumycinol A1 is an anthracycline antibiotic produced by Actinomadura sp. D326. It has anti-tumor activity.

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Related CAS 78366-46-8
Synonyms Rubeomycin B; Baumycinol A1, 4-hydroxy-; Antibiotic FA 1180B
IUPAC Name 7-[4-amino-5-[3-hydroxy-1-(1-hydroxypropan-2-yloxy)butoxy]-6-methyloxan-2-yl]oxy-4,6,9,11-tetrahydroxy-9-(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
InChI Key QSLSPJFMOXHLJX-UHFFFAOYSA-N
Appearance Dark Red Powder
Antibiotic Activity Spectrum neoplastics (Tumor)
Boiling Point 882.3±65.0 °C at 760 mmHg
Melting Point 148-152°C
Density 1.5±0.1 g/cm3
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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