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Cerulenin - ≥95%(HPLC), high purity , CAS No.17397-89-6

COA

Grade & Purity:

≥95%(HPLC)

Cas Number: 17397-89-6
Molecular Weight: 223.27
Beilstein Registry Number: 4140423
EC Number: 241-424-8
MDL number: MFCD00077686
PubChem CID: 5282054

In stock

Item Number

C947957

Grouped product items
SKU	Size	Availability	Price
C947957-1mg	1mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$119.90
C947957-5mg	5mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$399.90
C947957-25mg	25mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$999.90

Antifungal antibiotic. Fatty acid synthase inhibitor

View related series

Antibiotic (1629) Apoptosis (4276) Lipid metabolism (1912)

Basic Description

Specifications & Purity	≥95%(HPLC)
Biochemical and Physiological Mechanisms	Cerulenin, an antibiotic and antifungal, is an inhibitor of fatty acid biosynthesis; in vitro inhibition of HIV-1 proteinase.Antifungal antibiotic. Fatty Acid Synthase (FAS) and steriod biosynthesis inhibitor. Binds covalently to the active center cystein
Storage Temp	Protected from light,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.
Note	Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description	Cerulenin, a potent, natural inhibitor of fatty acid synthase (FASN), is an epoxide produced by the fungus Cephalosporium caeruleus. Cerulenin inhibits topoisomerase I catalytic activity and augments SN-38-induced apoptosis. Cerulenin has antifungal and antitumor activies

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Organoheterocyclic compounds
  - Class Epoxides
    - Subclass Oxirane carboxylic acids and derivatives

Kingdom	Organic compounds
Superclass	Organoheterocyclic compounds
Class	Epoxides
Subclass	Oxirane carboxylic acids and derivatives
Intermediate Tree Nodes	Not available
Direct Parent	Oxirane carboxylic acids and derivatives
Alternative Parents	Monosaccharides Primary carboxylic acid amides Ketones Oxacyclic compounds Dialkyl ethers Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
Molecular Framework	Aliphatic heteromonocyclic compounds
Substituents	Oxirane carboxylic acid or derivatives - Monosaccharide - Carboxamide group - Ketone - Primary carboxylic acid amide - Carboxylic acid derivative - Dialkyl ether - Ether - Oxacycle - Carbonyl group - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aliphatic heteromonocyclic compound
Description	This compound belongs to the class of organic compounds known as oxirane carboxylic acids and derivatives. These are compounds containing an oxirane ring bearing a carboxylic acid group (or a derivative thereof).
External Descriptors	monocarboxylic acid amide - epoxide
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Names and Identifiers

IUPAC Name	(2R,3S)-3-[(4E,7E)-nona-4,7-dienoyl]oxirane-2-carboxamide
INCHI	InChI=1S/C12H17NO3/c1-2-3-4-5-6-7-8-9(14)10-11(16-10)12(13)15/h2-3,5-6,10-11H,4,7-8H2,1H3,(H2,13,15)/b3-2+,6-5+/t10-,11-/m1/s1
InChIKey	GVEZIHKRYBHEFX-NQQPLRFYSA-N
Smiles	CC=CCC=CCCC(=O)C1C(O1)C(=O)N
Isomeric SMILES	C/C=C/C/C=C/CCC(=O)[C@@H]1[C@@H](O1)C(=O)N
WGK Germany	3
RTECS	JR1670000
Molecular Weight	223.27
Beilstein	4140423
Reaxy-Rn	1429809
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1429809&ln=

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

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

Analytical Chart:

Chemical and Physical Properties

Solubility	Cerulenin is soluble in DMSO, Methanol, Ethanol, Dichloromethane, Acetone, Benzene and most common solvents. Concentrations up to 20 mg/ml can be achieved. Slightly soluble in H2O. Concentrations up to 0.2 mg/ml are achievable. Not soluble in Petrol Ether
Sensitivity	Light sensitive；Moisture sensitive
Molecular Weight	223.270 g/mol
XLogP3	0.800
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	7
Exact Mass	223.121 Da
Monoisotopic Mass	223.121 Da
Topological Polar Surface Area	72.700 Å²
Heavy Atom Count	16
Formal Charge	0
Complexity	320.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	2
Covalently-Bonded Unit Count	1

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