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MC-033

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MC-033
Category Antibiotics
Catalog number BBF-03644
CAS 134615-15-9
Molecular Weight 941.45
Molecular Formula C49H61ClO16

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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

MC-033, an inhibitor of cholesterol biosynthesis, is produced by the strain of Streptomyces sp. A3761. It inhibited the synthesis of cholesterol from Mevalonic acid with IC50 of 1.06×10-5 mol/L. It also showed weak anti-gram-positive bacteria activity and inhibited the growth of HL-60 cells.

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Synonyms MC 033; Chlorothricin, 3B-O-de(3-chloro-6-methoxy-2-methylbenzoyl)-, 4B-(3-chloro-6-methoxy-2-methylbenzoate)
IUPAC Name (3R,6R,7Z,13R,16S,17S,21R,22R)-17-[(2S,4R,5S,6R)-5-[(2R,4R,5S,6R)-5-(3-chloro-6-hydroxy-2-methylbenzoyl)oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-28-hydroxy-3,22-dimethyl-23,26-dioxo-24,27-dioxapentacyclo[23.2.1.01,6.013,22.016,21]octacosa-4,7,14,25(28)-tetraene-4-carboxylic acid
Canonical SMILES CC1CC23C(C=CCCCCC4C=CC5C(C4(C(=O)OC(=C2O)C(=O)O3)C)CCCC5OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC(=O)C8=C(C=CC(=C8C)Cl)O)O)O)C=C1C(=O)O
InChI InChI=1S/C49H61ClO16/c1-23-22-49-28(19-30(23)44(55)56)12-9-7-6-8-11-27-15-16-29-31(48(27,5)47(59)65-42(43(49)54)46(58)66-49)13-10-14-36(29)62-37-20-34(52)40(25(3)60-37)63-38-21-35(53)41(26(4)61-38)64-45(57)39-24(2)32(50)17-18-33(39)51/h9,12,15-19,23,25-29,31,34-38,40-41,51-54H,6-8,10-11,13-14,20-22H2,1-5H3,(H,55,56)/b12-9-/t23-,25-,26-,27-,28-,29+,31-,34-,35-,36+,37-,38-,40-,41-,48-,49?/m1/s1
InChI Key ZELGFPMKYWIDEX-XRIHGTRMSA-N
Antibiotic Activity Spectrum Gram-positive bacteria; neoplastics (Tumor)
Boiling Point 1016.081°C at 760 mmHg
Melting Point 285-287°C
Density 1.426 g/cm3
1. New cholesterol biosynthesis inhibitors MC-031 (O-demethylchlorothricin), -032 (O-demethylhydroxychlorothricin), -033 and -034
A Kawashima, Y Nakamura, Y Ohta, T Akama, M Yamagishi, K Hanada J Antibiot (Tokyo). 1992 Feb;45(2):207-12. doi: 10.7164/antibiotics.45.207.
In the course of our screening for microbial compounds which possessed inhibitory activities against biosynthesis of cholesterol from mevalonate, we isolated four new compounds from the cultural broth of Streptomyces sp. A7361. They are structurally related to, but distinct from chlorothricin.

Bio Calculators

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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