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ICM0201

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Category Antibiotics
Catalog number BBF-03593
CAS
Molecular Weight 267.23
Molecular Formula C12H13NO6

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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

It is originally isolated from Cunninghamella sp. F-1490. ICM0201 can inhibit the formation of osteoclasts in mouse bone marrow cells with IC50 of 0.78 μg/mL.

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Synonyms ICM 0201; ICM-0201
IUPAC Name (3S,10aR)-3,4a-dihydroxy-3,4,10,10a-tetrahydro-2H-pyrano[3,2-b][1,4]benzoxazine-9-carboxylic acid
Canonical SMILES C1C(COC2C1(OC3=CC=CC(=C3N2)C(=O)O)O)O
InChI InChI=1S/C12H13NO6/c14-6-4-12(17)11(18-5-6)13-9-7(10(15)16)2-1-3-8(9)19-12/h1-3,6,11,13-14,17H,4-5H2,(H,15,16)/t6-,11+,12?/m0/s1
InChI Key SKFNUBZVZUFBSE-JSPAPJHSSA-N
Appearance Pale Yellow Powder
Boiling Point 579.4±50.0°C at 760 mmHg
Melting Point 125-131°C
Density 1.6±0.1 g/cm3
1. ICM0201, a new inhibitor of osteoclastogenesis from Cunninghamella sp. F-1490. I. Taxonomy, fermentation, isolation and biological activities
Hiroyuki Inoue, Hiroyuki Kumagai, Michiyo Osono, Motoko Matsufuji, Tomohiro Sameshima, Naoto Kawamura, Tetsuya Someno, Masaaki Ishizuka, Tomio Takeuchi J Antibiot (Tokyo). 2003 Mar;56(3):209-13. doi: 10.7164/antibiotics.56.209.
In the course of screening for inhibitors of osteoclastogenesis, a new substance designated as ICM0201 was isolated from a fermentation broth of Cunninghamella sp. F-1490. ICM0201 inhibited the formation of osteoclasts in mouse bone marrow cells with an IC50 value of 0.78 microg/ml and showed weak cytotoxicity against bone marrow cells.
2. ICM0201, a new inhibitor of osteoclastogenesis from Cunninghamella sp. F-1490. II. Structure determination and synthesis
Tetsuya Someno, Hiroyuki Inoue, Hiroyuki Kumagai, Masaaki Ishizuka, Tomio Takeuchi J Antibiot (Tokyo). 2003 Mar;56(3):214-8. doi: 10.7164/antibiotics.56.214.
ICM0201 (1), a new inhibitor of murine osteoclastogenesis in culture was isolated from a fermentation broth of Cunninghamella sp. F-1490. The structure of ICM0201 was determined to be (3S,10aR)-3,4a-dihydroxy-2,3,4,4a-tetrahydro-2H-pyrano[3,2-b]benzo[e]morpholine-9-carboxylic acid by spectroscopic analyses and chemical studies. The structure of 1 is unique in that the tricycle ring system is composed of aminal and hemiacetal bonds.

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