2-Hydroxyaclacinomycin B

2-Hydroxyaclacinomycin B

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Category Antibiotics
Catalog number BBF-00984
CAS 85819-82-5
Molecular Weight 825.85
Molecular Formula C42H51NO16

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Description

2-Hydroxyaclacinomycin B is an anthracycline antibiotic produced by Strptomyces galilaeus A-862 (FERM BP-45). It can inhibit RNA synthesis and has anti-tumor activity.

Specification

Synonyms Pyrraculomycin; Cinerubin Y; 1-Naphthacenecarboxylic acid, 1,2,3,4,6,11-hexahydro-6,11-dioxo-2-ethyl-2,5,7,10-tetrahydroxy-4-((2,3,6-trideoxy-4-O-(2,6-dideoxy-4-O-((2R-trans)-5,6-dihydro-6-
IUPAC Name methyl (1R,4S)-4-[(2R,4S,5S,6S)-4-(dimethylamino)-5-[(2S,4S,5S,6S)-4-hydroxy-6-methyl-5-[[(2R,6S)-6-methyl-5-oxo-2H-pyran-2-yl]oxy]oxan-2-yl]oxy-6-methyloxan-2-yl]oxy-2-ethyl-2,5,7,10-tetrahydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
Canonical SMILES CCC1(CC(C2=C(C3=C(C=C2C1C(=O)OC)C(=O)C4=C(C=CC(=C4C3=O)O)O)O)OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)OC7C=CC(=O)C(O7)C)O)N(C)C)O
Computed by OEChem 2.1.5 (PubChem release 2019.06.18)
InChI InChI=1S/C42H51NO16/c1-8-42(52)16-27(31-20(35(42)41(51)53-7)13-21-32(37(31)49)38(50)34-25(46)10-9-24(45)33(34)36(21)48)57-29-14-22(43(5)6)39(18(3)55-29)59-30-15-26(47)40(19(4)56-30)58-28-12-11-23(44)17(2)54-28/h9-13,17-19,22,26-30,35,39-40,45-47,49,52H,8,14-16H2,1-7H3/t17-,18-,19-,22-,26-,27-,28-,29-,30-,35-,39+,40+,42?/m0/s1
InChI Key QEAUOZOEMLMFLN-XDUZAUHZSA-N

Properties

Appearance Yellow Brown Powder
Antibiotic Activity Spectrum neoplastics (Tumor)
Boiling Point 917.9°C at 760 mmHg
Melting Point 186-188°C
Density 1.48 g/cm3

Reference Reading

1. Anthracycline antibiotic 2-hydroxyaclacinomycins. II. Production of 2-hydroxyaclacinomycins A and B by a new recombinant strain and their antitumor activities
A Yoshimoto, O Johdo, T Ishikura, T Takeuchi Jpn J Antibiot. 1991 Mar;44(3):277-86.
Anthracycline antibiotics 2-hydroxyaclacinomycins A and B were isolated and purified from the culture broth of a recombinant strain which was produced by protoplast fusion of two aclacinomycin-blocked mutants. 2-Hydroxyaclacinomycin B is a new compound for which chemical structure and the biological activity in vitro were determined. 2-Hydroxyaclacinomycins had a stronger antitumor activity against murine leukemic L1210 cells in mice than the parent antibiotic aclacinomycins.

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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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