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Glucolipsin B

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Category Enzyme inhibitors
Catalog number BBF-01263
CAS 222613-93-6
Molecular Weight 903.23
Molecular Formula C49H90O14

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Fermentation Lab

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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 Streptomyces purpurogeniscleroticus WC 71634, Nocardia vaccinii WC 65712. It is a glucokinase activator. It can reactivate the glucokinase inhibited by FAC with RC50 of 4.6 μmol/L.

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IUPAC Name (1S,8R,9S,10S,11R,12R,19S,20R,21R,22S)-9,10,11,20,21,22-hexahydroxy-4,15-dimethyl-3-(13-methyltetradecyl)-14-(12-methyltridecyl)-2,6,13,17,23,24-hexaoxatricyclo[17.3.1.18,12]tetracosane-5,16-dione
Canonical SMILES CC1C(OC2C(C(C(C(O2)COC(=O)C(C(OC3C(C(C(C(O3)COC1=O)O)O)O)CCCCCCCCCCCC(C)C)C)O)O)O)CCCCCCCCCCCCC(C)C
InChI InChI=1S/C49H90O14/c1-32(2)26-22-18-14-10-7-8-12-16-20-24-28-36-34(5)46(56)58-30-39-41(51)43(53)45(55)49(63-39)61-37(29-25-21-17-13-9-11-15-19-23-27-33(3)4)35(6)47(57)59-31-38-40(50)42(52)44(54)48(60-36)62-38/h32-45,48-55H,7-31H2,1-6H3/t34?,35?,36?,37?,38-,39+,40-,41+,42+,43-,44-,45+,48-,49+/m0/s1
InChI Key SZHMRPYSSMQZCP-XGUGAPQXSA-N
Appearance White Powder
Solubility Soluble in Methanol
1. Glucolipsin A and B, two new glucokinase activators produced by Streptomyces purpurogeniscleroticus and Nocardia vaccinii
J Qian-Cutrone, T Ueki, S Huang, K A Mookhtiar, R Ezekiel, S S Kalinowski, K S Brown, J Golik, S Lowe, D M Pirnik, R Hugill, J A Veitch, S E Klohr, J L Whitney, S P Manly J Antibiot (Tokyo). 1999 Mar;52(3):245-55. doi: 10.7164/antibiotics.52.245.
During the screening of the natural products for their ability to increase the activity of glucokinase by relieving inhibition by long chain fatty acyl CoA esters (FAC), two novel compounds, glucolipsin A (1) and B (2) were isolated from the butanol extracts of Streptomyces purpurogeniscleroticus WC71634 and Nocardia vaccinii WC65712, respectively. The structures of these two compounds were established by spectroscopic methods and chemical degradation. Glucolipsin A (1) and B (2) relieved the inhibition of glucokinase by FAC with RC50 values of 5.4 and 4.6 microM.

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Glucolipsin B

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