Oryzoxymycin

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Category Antibiotics
Catalog number BBF-02153
CAS 12640-81-2
Molecular Weight 227.21
Molecular Formula C10H13NO5
Purity >98%

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Description

It is produced by the strain of Str. venezulae Var. oryzoxymyceticus. Oryzoxymycin has anti-gram-negative bacteria activity.

Specification

Synonyms BRN 2857392; 1,3-Cyclohexadiene-1-carboxylic acid, 6-amino-5-hydroxy-, 1-carboxyethyl ester, (5S-(1(S*), 5-alpha,6-beta))-
IUPAC Name (2R)-2-[(5S,6S)-6-amino-5-hydroxycyclohexa-1,3-diene-1-carbonyl]oxypropanoic acid
Canonical SMILES CC(C(=O)O)OC(=O)C1=CC=CC(C1N)O
InChI InChI=1S/C10H13NO5/c1-5(9(13)14)16-10(15)6-3-2-4-7(12)8(6)11/h2-5,7-8,12H,11H2,1H3,(H,13,14)/t5-,7+,8+/m1/s1
InChI Key IQCWWGXPBRRYAF-DTLFHODZSA-N

Properties

Appearance White or Yellowish Powder
Antibiotic Activity Spectrum Gram-negative bacteria
Boiling Point 443.7°C at 760 mmHg
Melting Point 155°C
Density 1.409 g/cm3

Reference Reading

1. Asymmetric synthesis of the putative structure of (-)-oryzoxymycin
Mark E Bunnage, Thota Ganesh, Ishmael B Masesane, Darren Orton, Patrick G Steel Org Lett. 2003 Feb 6;5(3):239-42. doi: 10.1021/ol0269704.
[reaction: see text] A short asymmetric synthesis of (2'S,5R,6R)-2'-[6-amino-5-hydroxy-1,3-cyclohexadiene-1-carbonyloxy]propionic acid, the enantiomer of the reported structure of (+)-oryzoxymycin is described. The reported spectral data does not match that obtained for synthetic "oryzoxymycin".

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