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Cyclochlorotine Properties

Cyclochlorotine

Molecule Structure Image

Description

 

Cyclochlorotine is a secondary metabolite of the fungus Penicillium islandicum that causes hepatic necrosis and has carcinogenic properties. Chemically, it is a chlorinated macrocyclic pentapeptide derived from the amino acids 3-phenyl-β-alanine, serine, dichloroproline, and aminobutyric acid.

Chemical Properties

CAS Number 12663-46-6
Density 1.47g/cm3
IUPAC Name 1,2-Dichloro-15-ethyl-5,12-bis-hydroxymethyl-9-phenyl-dodecahydro-3a,6,10,13,16-pentaaza-cyclopentacyclohexadecene-4,7,11,14,17-pentaone
InChI 1S/C24H31Cl2N5O7/c1-2-14-21(35)30-16(10-32)22(36)29-15(12-6-4-3-5-7-12)8-18(34)27-17(11-33)24(38)31-9-13(25)19(26)20(31)23(37)28-14/h3-7,13-17,19-20,32-33H,2,8-11H2,1H3,(H,27,34)(H,28,37)(H,29,36)(H,30,35)
InChIKey PMBVHCCVEPYDSN-UHFFFAOYSA-N
Molar Mass 572.44 g/mol
Molecular Formula C24H31Cl2N5O7
Synonyms Cyclo[(R)-3-phenyl-β-alanyl-L-seryl-(2α,3α,4α)-3,4-dichloro-L-prolyl-L-2-aminobutanoyl-L-seryl];Yellowed Rice Toxin;Cyclo[(3R)-3-phenyl-b-alanyl-L-seryl-(3S,4R)-3,4-dichloro-L-prolyl-(2S)-2-aminobutanoyl-L-seryl];Chloropeptide;Cyclic[L-3-phenyl-b-alanyl-L-seryl-(3S-cis)-3,4-dichloro-L-prolyl-L-a-aminobutyryl-L-seryl];CC