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17397-89-6

17397-89-6 structural image
Product Name: CERULENIN
Formula: C12H17NO3
Synonyms: (2R,3S,E,E)-2,3-Epoxy-4-oxo-7,10-dodecadienamide;Cerulenin, Cephalosporium caerulens - CAS 17397-89-6 - Calbiochem
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CHEMICAL AND PHYSICAL PROPERTIES

Melting Point 93.5 °C
Solubility Slightly soluble
LogP 1.2

SAFETY INFORMATION

Signal word Warning
Pictogram(s)

Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P501:Dispose of contents/container to..…

COMPUTED DESCRIPTORS

Molecular Weight 223.27 g/mol
XLogP3 0.8
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 3
Rotatable Bond Count 7
Exact Mass 223.12084340 g/mol
Monoisotopic Mass 223.12084340 g/mol
Topological Polar Surface Area 72.7 Ų
Heavy Atom Count 16
Formal Charge 0
Complexity 320
Isotope Atom Count 0
Defined Atom Stereocenter Count 2
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 2
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

PRODUCT INTRODUCTION

description

Cerulenin is an epoxydodecadienamide isolated from several species, including Acremonium, Acrocylindrum and Helicoceras. It inhibits the biosynthesis of several lipids by interfering with enzyme function. It has a role as an antifungal agent, an antiinfective agent, an antilipemic drug, an antimetabolite, a fatty acid synthesis inhibitor and an antimicrobial agent. It is a monocarboxylic acid amide and an epoxide.