Summary

IMPPAT Phytochemical identifier: IMPHY010440

Phytochemical name: methyl (1R,1'R,7'S,11'R,12R,13'R,16S,17S,22R,24'R,25'S)-24'-hydroxy-19'-methoxy-9'-oxospiro[15-oxa-8,19-diazahexacyclo[10.9.1.01,9.02,7.012,16.019,22]docosa-2,4,6,9-tetraene-17,15'-8-oxa-4,17-diazahep

Synonymous chemical names:
vobtusine lactone

External chemical identifiers:
CID:21598364, ZINC:ZINC000255263670

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Chemical structure information

SMILES:
COC(=O)C1=C2Nc3c([C@@]42[C@@H]2[C@@]5(C1)CCO[C@H]5[C@]1(CN2CC4)C[C@@H]2C[C@]45CC(=O)O[C@H]4CCN4[C@@H]5[C@@]5([C@]2(N(C1)c1c(OC)cccc51)O)CC4)cccc3

InChI:
InChI=1S/C43H48N4O7/c1-51-29-9-5-7-27-32(29)47-23-38(18-24-19-40-21-31(48)54-30(40)10-14-45-16-12-42(27,36(40)45)43(24,47)50)22-46-15-11-41-26-6-3-4-8-28(26)44-33(41)25(34(49)52-2)20-39(35(41)46)13-17-53-37(38)39/h3-9,24,30,35-37,44,50H,10-23H2,1-2H3/t24-,30+,35+,36+,37+,38+,39+,40+,41+,42-,43-/m1/s1

InChIKey:
RWRDIJCXMDTYOZ-ODWBGNIOSA-N

DeepSMILES:
COC=O)C=CNcc[C@]5[C@@H][C@@]C9)CCO[C@H]5[C@]CN9CC%12))))C[C@@H]C[C@]CC=O)O[C@H]5CCN[C@@H]9[C@@][C@]%13NC%17)ccOC))cccc96)))))))O))CC5)))))))))))))))))))))))cccc6

Functional groups:
CC(=O)OC, CN(C)C, COC, cN(C)[C@](C)(C)O, cNC(C)=C(C)C(=O)OC, cOC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CC23CC4CC5(CN6CCC78C(=CCC9(CCOC59)C67)Nc5ccccc58)CN5c6ccccc6C6(CCN(CCC2O1)C36)C45

Scaffold Graph/Node level:
OC1CC23CC4CC5(CN6CCC78C(CCC9(CCOC59)C67)NC5CCCCC58)CN5C6CCCCC6C6(CCN(CCC2O1)C36)C45

Scaffold Graph level:
CC1CC2CCC3CCC45C6CCCCC6C6CC7(CC(CC2(C1)C34)C65)CC1CCC23C(CCC4(CCCC74)C12)CC1CCCCC13

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Aspidospermatan-type 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: 1.643

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Chemical structure download