Chandrananimycin B

Chandrananimycin B

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Category Antibiotics
Catalog number BBF-00528
CAS 664355-13-9
Molecular Weight 270.24
Molecular Formula C14H10N2O4

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Description

It is produced by the strain of Actinomadura sp. M048. Chandrananimycin B has anti-mucor activity, and anti-CCL HT29, MFXF 529L, MACL McF-7 et al tumor cell activity.

Specification

Synonyms Acetamide, 2-hydroxy-N-(3-oxo-3H-phenoxazin-2-yl)-; SCHEMBL3777988; 2-(2-hydroxyacetyl)amino-3h-phenoxazin-3-one
IUPAC Name 2-hydroxy-N-(3-oxophenoxazin-2-yl)acetamide
Canonical SMILES C1=CC=C2C(=C1)N=C3C=C(C(=O)C=C3O2)NC(=O)CO
InChI InChI=1S/C14H10N2O4/c17-7-14(19)16-9-5-10-13(6-11(9)18)20-12-4-2-1-3-8(12)15-10/h1-6,17H,7H2,(H,16,19)
InChI Key FZSQLOMULZHCDL-UHFFFAOYSA-N

Properties

Appearance Orange Solid
Antibiotic Activity Spectrum neoplastics (Tumor); fungi
Solubility Soluble in Methanol

Reference Reading

1. Chandrananimycins A approximately C: production of novel anticancer antibiotics from a marine Actinomadura sp. isolate M048 by variation of medium composition and growth conditions
Rajendra P Maskey, Fuchao Li, Song Qin, Heinz H Fiebig, Hartmut Laatsch J Antibiot (Tokyo). 2003 Jul;56(7):622-9. doi: 10.7164/antibiotics.56.622.
In our screening of marine actinomycetes for bioactive principles, three novel antibiotics designated as chandrananimycin A (3c), B (3d) and C (4) were isolated from the culture broth of a marine Actinomadura sp. isolate M045. The structures of the new antibiotics were determined by detailed interpretation of mass, 1D and 2D NMR spectra.
2. Pitucamycin: structural merger of a phenoxazinone with an epoxyquinone antibiotic
Patrícia Bezerra Gomes, Markus Nett, Hans-Martin Dahse, Christian Hertweck J Nat Prod. 2010 Sep 24;73(9):1461-4. doi: 10.1021/np100344u.
Chemical profiling of a Streptomyces griseus strain isolated from an old building with moisture damage led to the discovery of two novel phenoxazinones, chandrananimycin D and pitucamycin , along with the known grixazone B. Pitucamycin represents an unprecedented hybrid molecule composed of a phenoxazinone and an enaminomycin-like epoxyquinone moiety.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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