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Ebelactone A - ≥99%, high purity , CAS No.76808-16-7

In stock
Item Number
E329503
Grouped product items
SKU Size
Availability
Price Qty
E329503-500μg
500μg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$199.90
E329503-1mg
1mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$309.90

an inhibitor of esterase, formyl methionine aminopeptidase, and acylpeptide hydrolase

Basic Description

Synonyms Ebelactone A microbial | NSC335650 | NSC-335650 | SCHEMBL10021628 | (3S,4S)-4-[(E,2S,6R,8S,9R,10R)-9-hydroxy-4,6,8,10-tetramethyl-7-oxododec-4-en-2-yl]-3-methyloxetan-2-one | ebelactone a | (E)-4-(9-hydroxy-4,6,8,10-tetramethyl-7-oxododec-4-en-2-yl)-3-met
Specifications & Purity Moligand™, ≥98%
Storage Temp Store at -20°C,Argon charged
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade Moligand™
Product 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.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Prenol lipids
Subclass Terpene lactones
Intermediate Tree Nodes Not available
Direct Parent Terpene lactones
Alternative Parents Sesquiterpenoids  Fatty alcohols  Beta-hydroxy ketones  Beta propiolactones  Secondary alcohols  Oxetanes  Carboxylic acid esters  Oxacyclic compounds  Monocarboxylic acids and derivatives  Organic oxides  Hydrocarbon derivatives  
Molecular Framework Aliphatic heteromonocyclic compounds
Substituents Terpene lactone - Sesquiterpenoid - Fatty alcohol - Beta-hydroxy ketone - Fatty acyl - Beta_propiolactone - Carboxylic acid ester - Ketone - Secondary alcohol - Oxetane - Lactone - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Alcohol - Carbonyl group - Organic oxygen compound - Organooxygen compound - Organic oxide - Aliphatic heteromonocyclic compound
Description This compound belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.
External Descriptors Not available

Names and Identifiers

IUPAC Name 4-[(E)-9-hydroxy-4,6,8,10-tetramethyl-7-oxododec-4-en-2-yl]-3-methyloxetan-2-one
INCHI 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+
InChIKey WOISDAHQBUYEAF-PKNBQFBNSA-N
Smiles CCC(C)C(C(C)C(=O)C(C)C=C(C)CC(C)C1C(C(=O)O1)C)O
Isomeric SMILES CCC(C)C(C(C)C(=O)C(C)/C=C(\C)/CC(C)C1C(C(=O)O1)C)O
WGK Germany 3
RTECS RQ7730000
Molecular Weight 338.48
Reaxy-Rn 26177513
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=26177513&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Solubility Soluble in water (partly), methanol (10 mg/ml), ethanol, and chloroform.
Refractive Index n20D1.48 (Predicted)
Boil Point(°C) ~462.8° C at 760 mmHg (Predicted)
Melt Point(°C) 128.07° C (Predicted)
Molecular Weight 338.500 g/mol
XLogP3 4.600
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 9
Exact Mass 338.246 Da
Monoisotopic Mass 338.246 Da
Topological Polar Surface Area 63.600 Ų
Heavy Atom Count 24
Formal Charge 0
Complexity 482.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 7
Defined Bond Stereocenter Count 1
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 1
Covalently-Bonded Unit Count 1

Solution Calculators

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