Metabolites-BOC Sciences

19,20-Epoxycytochalasin D

19,20-Epoxycytochalasin D - CAS 191349-10-7

Catalog number: BBF-04588

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Catalog Number BBF-04588
CAS 191349-10-7
Description It is a fungal metabolite originally isolated from Nemania sp. UM10M. It is a major component of the cytochalasin complex. It inhibits tumour cell growth in vitro. It is active against the chloroquine-sensitive and -resistant strains of P. falciparum.
Molecular Formula C30H37NO7
Molecular Weight 523.62
Antibiotic Activity Spectrum Neoplastics (Tumor); Parasites
Synonyms (1S,3S,3aR,4E,7S,9R,9aR,10aS,11S,11aR,14S,14aR)-11-(Acetyloxy)-3,3a,6,7,9,9a,10a,11,14,14a-decahydro-3,9-dihydroxy-1,7,9-trimethyl-2-methylene-14-(phenylmethyl)-1H-oxireno[9,10]cycloundec[1,2-d]isoindole-8,12(2H,13H)-dione; [1aS-(1aR*,2R*,2aS*,5R*,5aS*,6R*,8R*,8aS*,9E,12R*,14S*,14aS*)]-2-(Acetyloxy)-5,5a,6,7,8,8a,11,12,14,14a-decahydro-8,14-dihydroxy-6,12,14-trimethyl-7-methylene-5-(phenylmethyl)-2H-oxireno[9,10]cycloundec[1,2-d]isoindole-3,13(1aH,4H)-dione
IUPAC Name [(1R,2S,6R,8S,10E,12R,13S,15S,16R,17S)-17-benzyl-6,13-dihydroxy-6,8,15-trimethyl-14-methylidene-7,19-dioxo-4-oxa-18-azatetracyclo[10.7.0.01,16.03,5]nonadec-10-en-2-yl] acetate
Canonical SMILES CC1CC=CC2C(C(=C)C(C3C2(C(C4C(O4)C(C1=O)(C)O)OC(=O)C)C(=O)NC3CC5=CC=CC=C5)C)O
InChI InChI=1S/C30H37NO7/c1-15-10-9-13-20-23(33)17(3)16(2)22-21(14-19-11-7-6-8-12-19)31-28(35)30(20,22)27(37-18(4)32)24-26(38-24)29(5,36)25(15)34/h6-9,11-13,15-16,20-24,26-27,33,36H,3,10,14H2,1-2,4-5H3,(H,31,35)/b13-9+/t15-,16+,20-,21-,22-,23+,24?,26?,27+,29-,30-/m0/s1
InChI Key WHJRAYUHVRYTTH-SJPOVNCESA-N
Boiling Point 735.1±60.0°C at 760 mmHg
Purity >99% by HPLC
Density 1.3±0.1 g/cm3
Solubility Soluble in Ethanol, Methanol, DMF, DMSO; Poorly soluble in Water
Appearance White Powder
Storage Store at -20°C
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