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Key Documents

E0761

Sigma-Aldrich

Ebelactone A microbial

esterase inhibitor

Synonym(s):

3,11-Dihydroxy-2,4,6,8,10,12-hexamethyl-9-oxo-6-tetradecenoic acid 1,3-lactone

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About This Item

Empirical Formula (Hill Notation):
C20H34O4
CAS Number:
Molecular Weight:
338.48
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77

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biological source

Streptomyces sp.

Quality Level

assay

≥98% (HPLC)

form

powder

solubility

methanol: 10 mg/mL, clear, colorless

storage temp.

2-8°C

SMILES string

[H][C@@]1([C@H](C/C(C)=C/[C@H](C([C@H]([C@@H]([C@@H](CC)C)O)C)=O)C)C)OC([C@H]1C)=O

InChI

1S/C20H34O4/c1-8-12(3)17(21)15(6)18(22)13(4)9-11(2)10-14(5)19-16(7)20(23)24-19/h9,12-17,19,21H,8,10H2,1-7H3/b11-9+/t12-,13-,14+,15+,16+,17-,19+/m1/s1

InChI key

WOISDAHQBUYEAF-QIQXJRRPSA-N

General description

Esterase inhibitors produced by Streptomyces sp. MG7-G1 strain

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Gianfranco De Pascale et al.
The Journal of antibiotics, 64(7), 483-487 (2011-04-28)
Homoserine transacetylase (HTA) catalyzes the transfer of an acetyl group from acetyl-CoA to the hydroxyl group of homoserine. This is the first committed step in the biosynthesis of methionine (Met) from aspartic acid in many fungi, Gram-positive and some Gram-negative
I A Hoskins et al.
American journal of obstetrics and gynecology, 163(6 Pt 1), 1944-1947 (1990-12-01)
Assessment of leukocyte esterase activity in amniotic fluid for the rapid and reliable diagnosis of chorioamnionitis has been demonstrated previously. We compared in vitro inhibition of esterase activity in amniotic fluid with bacterial cultures to identify the origins of the
S Banerjee et al.
Cancer research, 51(4), 1092-1098 (1991-02-15)
Levels of estradiol 17 beta-ester hydrolytic activity in the breast cyst fluid (BCF) from 25 different women with fibrocystic disease of the breast were found to vary over a wide range (0-2.4 nmol/min/mg protein for estradiol acetate). On the basis
A Scaloni et al.
The Journal of biological chemistry, 269(21), 15076-15084 (1994-05-27)
The presence of a cysteine residue(s) near the active site of acylpeptide hydrolase was suggested by inactivation of the enzyme with sulfhydryl-modifying agents and by the substantial protection against inactivation afforded by the competitive inhibitor acetylmethionine. 5,5'-dithiobis-(2-nitrobenzoate) titrations of the
Amit K Mandal
Organic letters, 4(12), 2043-2045 (2002-06-07)
[structure: see text] The highly stereocontrolled hydroboration of an alkene, a subsequent Suzuki-Miyaura cross-coupling reaction, a silylcupration on a nonterminal acetylene, and an iododesilylation were the key steps in a convergent total synthesis of (-)-ebelactone A.

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