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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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.
Specification
| 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 |
Properties
| Appearance | White Powder |
| Solubility | Soluble in Methanol |
Reference Reading
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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Bio Calculators
* 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 ╳
