L-671776
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| Category | Enzyme inhibitors |
| Catalog number | BBF-03217 |
| CAS | 134313-74-9 |
| Molecular Weight | 388.50 |
| Molecular Formula | C23H32O5 |
| Purity | >98% |
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Description
L-671776 is a myo-inositol monophosphatase (IMPase) inhibitor produced by Memnoniella echinata.
Specification
| Synonyms | L 671776; 4,6'-dihydroxy-6-(hydroxymethyl)-2',5',5',8a'-tetramethyl-3',4',4a',5',6',7',8',8a'-octahydro-2'H,3H-spiro[benzofuran-2,1'-naphthalene]-5-carbaldehyde; L-671,776; Spiro(benzofuran-2(3H),1'(2'H)-naphthalene)-5-carboxaldehyde, 3',4',4'a,5',6',7',8',8'a-octahydro-4,6'-dihydroxy-6-(hydroxymethyl)-2',5',5',8'a-tetramethyl- |
| Storage | Store at -20°C |
| IUPAC Name | 3,4'-dihydroxy-6'-(hydroxymethyl)-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-5'-carbaldehyde |
| Canonical SMILES | CC1CCC2C(C(CCC2(C13CC4=C(O3)C=C(C(=C4O)C=O)CO)C)O)(C)C |
| InChI | InChI=1S/C23H32O5/c1-13-5-6-18-21(2,3)19(26)7-8-22(18,4)23(13)10-15-17(28-23)9-14(11-24)16(12-25)20(15)27/h9,12-13,18-19,24,26-27H,5-8,10-11H2,1-4H3 |
| InChI Key | HSIIEJMIARCGAU-UHFFFAOYSA-N |
Properties
| Appearance | White Powder |
| Boiling Point | 543.0±50.0°C at 760 mmHg |
| Density | 1.3±0.1 g/cm3 |
| Solubility | Soluble in DMSO |
Reference Reading
1. Inhibitors of myo-inositol monophosphatase, ATCC 20928 factors A and C. Isolation, physico-chemical characterization and biological properties
S Stefanelli, F Sponga, P Ferrari, C Sottani, E Corti, C Brunati, K Islam J Antibiot (Tokyo). 1996 Jul;49(7):611-6. doi: 10.7164/antibiotics.49.611.
During the course of a screening program for inhibitors of myo-inositol monophosphatase we fermented the strain ATCC 20928, a known producer of L-671,776. We now show that this strain produces a complex of at least three sesquiterpenic compounds, L-671,776 (termed factor B) and two structurally related substances, termed factors A and C. Both factors A and C, like L-671,776, exhibited inhibitory activity against myo-inositol monophosphatase. Six other fungi producing the above mentioned compounds were also isolated and taxonomically characterized.
2. A novel inositol mono-phosphatase inhibitor from Memnoniella echinata. Producing organism, fermentation, isolation, physicochemical and in vitro biological properties
Y K Lam, C F Wichmann, M S Meinz, L Guariglia, R A Giacobbe, S Mochales, L Kong, S S Honeycutt, D Zink, G F Bills, et al. J Antibiot (Tokyo). 1992 Sep;45(9):1397-403. doi: 10.7164/antibiotics.45.1397.
A novel inositol mono-phosphatase inhibitor, L-671,776 (1), was discovered from a culture of the hyphomycete, Memnoniella echinata (ATCC 20928). 1 has a molecular weight of 388 and a molecular formula of C23H32O5. The mode of inhibition is non-competitive, with a Ki of 450 microM. It shows no inhibition of myo-inositol 1,4-bisphosphate 1-phosphatase or myo-inositol 1,4,5-triphosphate 5-phosphatase, although it weakly inhibits myo-inositol 1,4,5-triphosphate 3-kinase (IC50 = 3 mM). It elevates inositol monophosphates in rat parotid slices (EC50 approximately 3 mM), but abolishes agonist effects. It also produces short-lived contraction of guinea pig trachea at 300 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 ╳
