| Identification | Back Directory | [Name]
EBELACTONE A | [CAS]
76808-16-7 | [Synonyms]
Nsc 335650
Ebelactone
EBELACTONE A
ebelactone a microbial
Ebelactone A microbial esterase inhibitor
4-beta(1r*,3e,5s*,7r*,8s*,9s*)))-3s-(3-alph
3,11-DIHYDROXY-2,4,6,8,10,12-HEXAMETHYL-9-OXO-6-TETRADECEN-3-OLIDE
3,11-DIHYDROXY-2,4,6,8,10,12-HEXAMETHYL-9-OXO-6-TETRADECENOIC 1,3-LACTONE
3,11-DIHYDROXY-2,4,5,6,10,12-HEXAMETHYL-9-OXO-6-TETRADECENOIC 1,3-LACTONE
3,11-DIHYDROXY-2,4,6,8,10,12-HEXAMETHYL-9-OXO-6-TETRADECANOIC-1,3-LACTONE
4-(8-hydroxy-1,3,5,7,9-pentamethyl-6-oxo-3-undecenyl)-3-methyl-2-oxetanon(
3,11-DIHYDROXY-2,4,6,8,10,12-HEXAMETHYL-9-OXO-6-TETRADECENOIC ACID 1,3-LACTONE
(3S)-4α-[(1S,3E,5R,7S,8R,9R)-8-Hydroxy-1,3,5,7,9-pentamethyl-6-oxo-3-undecenyl]-3β-methyloxetan-2-one
2-Oxetanone, 4-[(1S,3E,5R,7S,8R,9R)-8-hydroxy-1,3,5,7,9-pentamethyl-6-oxo-3-undecen-1-yl]-3-methyl-, (3S,4S)-
2-Oxetanone, 4-(8-hydroxy-1,3,5,7,9-pentamethyl-6-oxo-3-undecenyl)-3-methyl-, (3S-(3-alpha,4-beta(1R*,3E,5S*,7R*,8S*,9S*)))- | [Molecular Formula]
C20H34O4 | [MDL Number]
MFCD00036710 | [MOL File]
76808-16-7.mol | [Molecular Weight]
338.48 |
| Chemical Properties | Back Directory | [storage temp. ]
2-8°C | [solubility ]
DMF: 25 mg/ml; DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml; DMSO: 25 mg/ml; Ethanol: 20 mg/ml | [form ]
White crystalline powder. | [biological source]
Streptomyces sp. |
| Hazard Information | Back Directory | [Description]
Ebelactone A is a β-lactone enzyme inhibitor that was first isolated from a cultured strain of soil actinomycetes. It can inhibit esterases, lipases, and N-formylmethionine aminopeptidases (IC50s = 0.056, 0.003, and 0.08 μg/ml, respectively) found on cell surfaces, which has been shown to stimulate host defense in immune cells. Ebelactone A is also reported to inhibit cutinases produced by fungal pathogens, thus demonstrating a plant-protective function. | [Uses]
Ebelactone A is a mycolic acid β-lactone, which exhibits inhibitory activity for esterase, lipase, fMet aminopeptidase (fMet AP) and PNBase, with IC50s of 56, 3, 8 and 7.5 μM, respectively[1]. Ebelactone A inhibits cutinase, exhibits plants protective potency against Erysiphe graminis[2]. | [References]
[1] Umezawa H, et al., Ebelactone, an inhibitor of esterase, produced by actinomycetes. J Antibiot (Tokyo). 1980 Dec;33(12):1594-6. DOI:10.7164/antibiotics.33.1594
[2] Francis S A, et al., The role of cutinase in germling development and infection byErysiphe graminisf. sp. hordei[J]. Physiological and Molecular Plant Pathology, 1996, 49(3): 201-211. |
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