Pyralomicin 1b

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Category Antibiotics
Catalog number BBF-02087
CAS 139636-04-7
Molecular Weight 456.27
Molecular Formula C20H19Cl2NO7

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Description

Pyralomicin 1b is an antibiotic produced by Actinomadura spiralis MI 178-34F18. Antibacterial activity.

Specification

IUPAC Name 2,8-dichloro-1-[5,6-dihydroxy-3-(hydroxymethyl)-4-methoxycyclohex-2-en-1-yl]-5-hydroxy-6-methylchromeno[2,3-b]pyrrol-4-one
Canonical SMILES CC1=CC(=C2C(=C1O)C(=O)C3=C(O2)N(C(=C3)Cl)C4C=C(C(C(C4O)O)OC)CO)Cl
InChI InChI=1S/C20H19Cl2NO7/c1-7-3-10(21)19-13(14(7)25)15(26)9-5-12(22)23(20(9)30-19)11-4-8(6-24)18(29-2)17(28)16(11)27/h3-5,11,16-18,24-25,27-28H,6H2,1-2H3
InChI Key MPBNDUAEVIPFQP-UHFFFAOYSA-N

Properties

Appearance Yellow Powder
Antibiotic Activity Spectrum bacteria
Boiling Point 604.9±55.0°C at 760 mmHg
Melting Point 254-257°C (dec.)
Density 1.7±0.1 g/cm3

Reference Reading

1. Pyralomicins, novel antibiotics from Microtetraspora spiralis. IV. Absolute configuration
N Kawamura, H Nakamura, R Sawa, Y Takahashi, T Sawa, H Naganawa, T Takeuchi J Antibiot (Tokyo). 1997 Feb;50(2):147-9. doi: 10.7164/antibiotics.50.147.
The absolute configurations of pyralomicin la and pyralomicin 2a were determined by X-ray crystallographic analyses of crystalline 7'-O-p-bromobenzoylpyralomicin 1a and 2'-O-p-bromobenzoylpyralomicin 2a derived from pyralomicin 1a and pyralomicin 2a using anomalous scattering of the bromine atom. The absolute configurations of pyralomicins 1b approximately 1d and 2b approximately 2e were suggested to be the same as pyralomicin 1a and pyralomicin 2a, respectively, by comparing the circular dichroism spectra.

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It is commonly abbreviated as: C1V1 = C2V2

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