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Melanoxazal

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Category Enzyme inhibitors
Catalog number BBF-02322
CAS
Molecular Weight 167.16
Molecular Formula C8H9NO3

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Capabilities & Facilities

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

It is produced by the strain of Trichoderma sp. ATF-451. It is a Melanin biosynthesis inhibitor. It can inhibit melanin formation in the silkworm larva hemolymph (IC50 is 30.1 μg/mL), and also has stronger inhibitory effect against mushroom tyrosinase (IC50 is 4.2 μg/mL), but it has no antimicrobial effect.

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IUPAC Name (2E)-3-hydroxy-2-(1,3-oxazol-4-ylmethylidene)butanal
Canonical SMILES CC(C(=CC1=COC=N1)C=O)O
InChI InChI=1S/C8H9NO3/c1-6(11)7(3-10)2-8-4-12-5-9-8/h2-6,11H,1H3/b7-2-
InChI Key BZXLEEHULFONSG-UQCOIBPSSA-N
Appearance White Powder
Melting Point 70-73°C
Solubility Soluble in Methanol
1. Melanoxazal, new melanin biosynthesis inhibitor discovered by using the larval haemolymph of the silkworm, Bombyx mori. Production, isolation, structural elucidation, and biological properties
S Takahashi, R Hashimoto, K Hamano, T Suzuki, A Nakagawa J Antibiot (Tokyo). 1996 Jun;49(6):513-8. doi: 10.7164/antibiotics.49.513.
A new melanin biosynthesis inhibitor, melanoxazal, was isolated from the fermentation broth of Trichoderma sp. ATF-451 by successive purification procedures of carbon adsorption, ethyl acetate extraction and silica gel column chromatography. The inhibitor possesses a novel oxazole-containing structure with molecular formula, C8H9NO3. The structure was determined by means of NMR analyses to be (E)-4-(2'-formyl-3'-hydroxybuten-1'-yl) oxazole, which is related to melanoxadin. Melanoxazal inhibited melanin formation in the larval haemolymph of the silkworm, Bombyx mori; IC50 value = 30.1 micrograms/ml. Melanoxazal also showed a strong inhibitory activity against mushroom tyrosinase with IC50 value = 4.2 micrograms/ml.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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