Summary

IMPPAT Phytochemical identifier: IMPHY000343

Phytochemical name: 1-[(12S,13R,18R)-7-[[(12S,13R,18R)-16-hydroxy-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.02,10.04,9.013,18]icosa-2(10),4,6,8-tetraen-17-yl]methyl]-6-methoxy-3,20-dimethyl-15-oxa-3,20-diazape

Synonymous chemical names:
macralstonine

External chemical identifiers:
CID:102069292

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Chemical structure information

SMILES:
COc1cc2c(cc1CC1[C@@H]3CC4N([C@H]([C@@H]3COC1(C)O)Cc1c4n(C)c3c1cccc3)C)c1c(n2C)C2C[C@@H]3[C@H]([C@H](C1)N2C)COC=C3C(=O)C

InChI:
InChI=1S/C43H52N4O5/c1-22(48)30-19-51-20-31-25(30)14-38-42-29(17-35(31)44(38)3)27-12-23(40(50-7)18-37(27)47(42)6)13-33-26-15-39-41-28(24-10-8-9-11-34(24)46(41)5)16-36(45(39)4)32(26)21-52-43(33,2)49/h8-12,18-19,25-26,31-33,35-36,38-39,49H,13-17,20-21H2,1-7H3/t25-,26+,31+,32+,33?,35-,36-,38?,39?,43?/m0/s1

InChIKey:
JGXFRVOHTXTCCH-BKNHQHATSA-N

DeepSMILES:
COcccccc6CC[C@@H]CCN[C@H][C@@H]6COC%10C)O)))))Ccc6nC)cc5cccc6)))))))))))C)))))))))ccn5C))CC[C@@H][C@H][C@H]C8)N6C)))COC=C6C=O)C

Functional groups:
CN(C)C, COC(C)(C)O, COC=C(C)C(C)=O, cOC, cn(c)C

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC2CC3NC(Cc4c3[nH]c3ccc(CC5COCC6C7Cc8c([nH]c9ccccc89)C(CC56)N7)cc43)C2CO1

Scaffold Graph/Node level:
C1CCC2C(C1)NC1C3CC4C(CC5CCC6NC7C8CC9CCOCC9C(CC7C6C5)N8)COCC4C(CC21)N3

Scaffold Graph level:
C1CCC2C(C1)CC1CC2CC2C3CC(CC4CCCC5C6CC(CC45)C4CC5CCCCC5C4C6)CCC3CC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Macroline alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Carboline alkaloids

NP-Likeness score: 1.304

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Chemical structure download