Feudomycin A

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Feudomycin A
Category Antibiotics
Catalog number BBF-00924
CAS 79466-09-4
Molecular Weight 513.54
Molecular Formula C27H31NO9

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Description

Feudomycin A is an onion ring antibiotic produced by the mutant strain 4N-140 of Streptomyces coeruleubidus MEI304A. It has anti-tumor cell activity.

Specification

Related CAS 65360-28-3 (hydrochloride)
Synonyms 13-Deoxydaunorubicin
IUPAC Name (7S,9S)-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-9-ethyl-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
Canonical SMILES CCC1(CC(C2=C(C1)C(=C3C(=C2O)C(=O)C4=C(C3=O)C=CC=C4OC)O)OC5CC(C(C(O5)C)O)N)O
InChI InChI=1S/C27H31NO9/c1-4-27(34)9-13-19(16(10-27)37-17-8-14(28)22(29)11(2)36-17)26(33)21-20(24(13)31)23(30)12-6-5-7-15(35-3)18(12)25(21)32/h5-7,11,14,16-17,22,29,31,33-34H,4,8-10,28H2,1-3H3/t11-,14-,16-,17-,22+,27-/m0/s1
InChI Key XAMIMZAWZUSOPA-JIGXQNLBSA-N

Properties

Appearance Red Powder
Antibiotic Activity Spectrum neoplastics (Tumor)
Melting Point 156-162°C

Reference Reading

1. New anthracyclines, feudomycins, produced by the mutant from Streptomyces coeruleorubidus ME130-A4
T Oki, Y Matsuzawa, K Kiyoshima, A Yoshimoto, H Naganawa, T Takeuchi, H Umezawa J Antibiot (Tokyo). 1981 Jul;34(7):783-90. doi: 10.7164/antibiotics.34.783.
Various blocked mutants were isolated from Streptomyces coeruleorubidus ME130-A4 by NTG and UV treatments. Among them, mutant strain 4N-140 produced new anthracycline feudomycins A and B having new aglycones in which the side chain at C-9 position of daunomycinone was ethyl and acetonyl, respectively. New aglycones feudomycinones C and D having methyl at C-9 and additional groups at C-10 of daunomycinone were also isolated from this strain.

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L

* 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
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