Summary

IMPPAT Phytochemical identifier: IMPHY003538

Phytochemical name: methyl (4S,18S)-4-[(1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-10-methoxycarbonyl-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraen-4-yl]-1-ethyl-2

Synonymous chemical names:
catharanthamine

External chemical identifiers:
CID:327791

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Chemical structure information

SMILES:
CC[C@]12C=CCN3[C@@H]2[C@@]2([C@H]([C@@]([C@@H]1OC(=O)C)(O)C(=O)OC)N(c1c2cc(c(c1)OC)[C@@]1(C(=O)OC)C2OC4(C[C@H]2CN(C4)CCc2c1[nH]c1c2cccc1)CC)C)CC3

InChI:
InChI=1S/C46H56N4O9/c1-8-42-23-27-24-49(25-42)19-15-29-28-13-10-11-14-32(28)47-35(29)45(36(27)59-42,40(52)56-6)31-21-30-33(22-34(31)55-5)48(4)38-44(30)17-20-50-18-12-16-43(9-2,37(44)50)39(58-26(3)51)46(38,54)41(53)57-7/h10-14,16,21-22,27,36-39,47,54H,8-9,15,17-20,23-25H2,1-7H3/t27-,36?,37-,38+,39+,42?,43+,44+,45-,46-/m0/s1

InChIKey:
KMWVJRBQGMUMID-CIASJWMASA-N

DeepSMILES:
CC[C@@]C=CCN[C@@H]6[C@@][C@H][C@@][C@@H]%10OC=O)C))))O)C=O)OC))))Ncc5cccc6)OC)))[C@@]C=O)OC)))COCC[C@H]5CNC6)CCcc%12[nH]cc5cccc6)))))))))))))))CC))))))))))C)))CC5

Functional groups:
CC(=O)OC, CC=CC, CN(C)C, CO, COC, COC(C)=O, cN(C)C, cOC, c[nH]c

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC2CCC3Nc4ccc(C5c6[nH]c7ccccc7c6CCN6CC7CC(C6)C5O7)cc4C34CCN(C1)C24

Scaffold Graph/Node level:
C1CCC2C(C1)NC1C2CCN2CC3CC(C2)C(O3)C1C1CCC2NC3CCC4CCCN5CCC3(C2C1)C45

Scaffold Graph level:
C1CCC2C(C1)CC1C2CCC2CC3CC(C2)C(C3)C1C1CCC2CC3CCC4CCCC5CCC3(C2C1)C45

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Vinca alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Aspidosperma type, Aspidosperma-Iboga hybrid type (Vinca alkaloids)

NP-Likeness score: 1.601

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Chemical structure download