Feigrisolide D

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Category Enzyme inhibitors
Catalog number BBF-00908
CAS 313949-19-8
Molecular Weight 414.53
Molecular Formula C22H38O7

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Description

Feigrisolide D is a lactone produced by Streptomyces griseus. It has moderate inhibitory activity of 3α-hydroxysterol dehydrogenase.

Specification

IUPAC Name (1S,2S,5S,8R,9R,12S,14R)-12-ethyl-8-hydroxy-5-[(2R)-2-hydroxybutyl]-2,9-dimethyl-4,11,17-trioxabicyclo[12.2.1]heptadecane-3,10-dione
Canonical SMILES CCC1CC2CCC(O2)C(C(=O)OC(CCC(C(C(=O)O1)C)O)CC(CC)O)C
InChI InChI=1S/C22H38O7/c1-5-15(23)11-17-7-9-19(24)13(3)21(25)28-16(6-2)12-18-8-10-20(27-18)14(4)22(26)29-17/h13-20,23-24H,5-12H2,1-4H3/t13-,14+,15-,16+,17+,18-,19-,20+/m1/s1
InChI Key LCVDIZRTXONOQH-PVVXXXPESA-N

Properties

Appearance Oil

Reference Reading

1. Feigrisolides A, B, C and D, new lactones with antibacterial activities from Streptomyces griseus
Y Q Tang, I Sattler, R Thiericke, S Grabley, X Z Feng J Antibiot (Tokyo). 2000 Sep;53(9):934-43. doi: 10.7164/antibiotics.53.934.
Four new lactone compounds, named feigrisolides A to D (1 to 4), have been isolated from Streptomyces griseus. The chemical structures were determined by detail analysis of their spectroscopic data and chemical transformations. Structurally, the feigrisolides A (1) and B (2) are hepta-lactones, feigrisolide C (3) and D (4) are 16-membered macrodiolides. Biological studies showed that feigrisolide B (2) exhibited strong antibacterial, as well as medium cyctotoxic, and antiviral activities. Feigrisolides A (1), C (3) and D (4) are medium inhibitors of 3alpha-hydroxysteroid-dehydrogenase (3alpha-HSD) inhibiting activity.

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Bio Calculators

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L

* 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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