Pyralomicin 2c

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Category Antibiotics
Catalog number BBF-02092
CAS 139636-01-4
Molecular Weight 446.23
Molecular Formula C18H17Cl2NO8

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Description

Pyralomicin 2c is an antibiotic produced by Actinomadura spiralis MI 178-34F18. Antibacterial activity.

Specification

IUPAC Name 2,6-dichloro-5-hydroxy-8-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromeno[2,3-b]pyrrol-4-one
Canonical SMILES CC1=CC(=C(C2=C1OC3=C(C2=O)C=C(N3C4C(C(C(C(O4)CO)O)O)O)Cl)O)Cl
InChI InChI=1S/C18H17Cl2NO8/c1-5-2-7(19)12(24)10-11(23)6-3-9(20)21(17(6)29-16(5)10)18-15(27)14(26)13(25)8(4-22)28-18/h2-3,8,13-15,18,22,24-27H,4H2,1H3/t8-,13-,14+,15-,18-/m1/s1
InChI Key GJZWQCRFWFXIHE-JJZKNBJTSA-N

Properties

Appearance Yellow Powder
Antibiotic Activity Spectrum bacteria
Boiling Point 770.0±60.0°C at 760 mmHg
Melting Point 266-269°C (dec.)
Density 1.9±0.1 g/cm3

Reference Reading

1. Pyralomicins, novel antibiotics from Microtetraspora spiralis. II. Structure determination
N Kawamura, R Sawa, Y Takahashi, K Isshiki, T Sawa, H Naganawa, T Takeuchi J Antibiot (Tokyo). 1996 Jul;49(7):651-6. doi: 10.7164/antibiotics.49.651.
Novel antibiotics, pyralomicins 1a approximately 1d, 2a approximately 2c were isolated from the culture broth of Microtetraspora spiralis MI178-34F18. The structures of pyralomicins were determined by various NMR spectral analyses including 1H-15N HMBC and 13C¿1H¿ NOE difference experiments.

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