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Penochalasin A

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Penochalasin A
Names

IUPAC name (2R,5S,6R,7S,8R,10S,11R,12E,15S,16E)-5-(1H-indol-3-ylmethyl)-7,8,15,17-tetramethyl-9-oxa-4,23-diazapentacyclotricosa-1(22),12,16,20-tetraene-3,18,19-trione
Identifiers
CAS Number	173792-70-6]
3D model (JSmol)	Interactive image
ChEBI	CHEBI:68806
ChEMBL	ChEMBL505879
ChemSpider	10251197
PubChem CID	44575229
InChI InChI=1S/C33H35N3O4/c1-17-8-7-10-22-30-32(4,40-30)19(3)27-25(15-20-16-34-23-11-6-5-9-21(20)23)36-31(39)33(22,27)26-13-12-24(35-26)29(38)28(37)18(2)14-17/h5-7,9-14,16-17,19,22,25,27,30,34-35H,8,15H2,1-4H3,(H,36,39)/b10-7+,18-14+/t17-,19-,22-,25-,27-,30-,32+,33+/m0/s1Key: VOLUCNCCBUTEQO-KOHYOEEMSA-N
SMILES C\1C/C=C/23(O3)((42(C5=CC=C(N5)C(=O)C(=O)/C(=C1)/C)C(=O)N4CC6=CNC7=CC=CC=C76)C)C
Properties
Chemical formula	C₃₂H₃₅N₃O₃
Molar mass	509.650 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Chemical compound

Penochalasin A is a cytotoxic alkaloid produced by Penicillium species.

References

"KNApSAcK Metabolite Information - C00041737". www.knapsackfamily.com.
Numata, A.; Takahashi, C.; Ito, Y.; Minoura, K.; Yamada, T.; Matsuda, C.; Nomoto, K. (1995). "Penochalasins, a novel class of cytotoxic cytochalasans from a Penicillium species separated from a marine alga: structure determination and solution conformation". J. Chem. Soc., Perkin Trans. 1 (3): 239–245. doi:10.1039/P19960000239.

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