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Pyralomicin 1d

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Pyralomicin 1d
Category Antibiotics
Catalog number BBF-02089
CAS 139635-98-6
Molecular Weight 476.69
Molecular Formula C19H16Cl3NO7

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Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

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

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

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IUPAC Name 2,3,6-trichloro-5-hydroxy-8-methyl-1-[4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]chromeno[2,3-b]pyrrol-4-one
Canonical SMILES CC1=CC(=C(C2=C1OC3=C(C2=O)C(=C(N3C4C=C(C(C(C4O)O)O)CO)Cl)Cl)O)Cl
InChI InChI=1S/C19H16Cl3NO7/c1-5-2-7(20)13(26)10-15(28)9-11(21)18(22)23(19(9)30-17(5)10)8-3-6(4-24)12(25)16(29)14(8)27/h2-3,8,12,14,16,24-27,29H,4H2,1H3
InChI Key UMYLEZLFZDFTNY-UHFFFAOYSA-N
Appearance Yellow Powder
Antibiotic Activity Spectrum bacteria
Boiling Point 636.8±55.0°C at 760 mmHg
Melting Point 298-300°C (dec.)
Density 1.9±0.1 g/cm3
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.
2. 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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