Summary

IMPPAT Phytochemical identifier: IMPHY000387

Phytochemical name: [(1S,3R,13S,14S,17S,18R,19R,20R,21S,22S,23R,24S,25S)-22,24-diacetyloxy-20-(acetyloxymethyl)-19,21,25-trihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,1

Synonymous chemical names:
emarginatine e

External chemical identifiers:
CID:101032512

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Chemical structure information

SMILES:
CC(=O)OC[C@]12[C@@H](O)[C@@H](OC(=O)c3ccc(=O)n(c3)C)[C@H]3[C@]([C@@]42O[C@@]([C@H]([C@@H]([C@H]1O)OC(=O)C)[C@@H]4OC(=O)C)(C)COC(=O)c1c([C@H]([C@@H](C(=O)O3)C)C)nccc1)(C)O

InChI:
InChI=1S/C39H46N2O17/c1-17-18(2)33(48)57-32-28(56-34(49)22-11-12-24(45)41(8)14-22)30(47)38(16-52-19(3)42)29(46)27(54-20(4)43)25-31(55-21(5)44)39(38,37(32,7)51)58-36(25,6)15-53-35(50)23-10-9-13-40-26(17)23/h9-14,17-18,25,27-32,46-47,51H,15-16H2,1-8H3/t17-,18-,25+,27-,28+,29+,30-,31-,32-,36-,37-,38+,39-/m0/s1

InChIKey:
LTLNQRCODBLXNO-OVVPZAMJSA-N

DeepSMILES:
CC=O)OC[C@@][C@@H]O)[C@@H]OC=O)cccc=O)nc6)C))))))))[C@H][C@][C@]6O[C@@][C@H][C@@H][C@H]%11O))OC=O)C))))[C@@H]5OC=O)C)))))C)COC=O)cc[C@H][C@@H]C=O)O%14))C))C))nccc6))))))))))))C)O

Functional groups:
CC(=O)OC, CO, COC, COC(C)=O, c=O, cC(=O)OC, cn(c)C, cnc

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CCc2ncccc2C(=O)OCC2OC34CC2CCC3CC(OC(=O)c2ccc(=O)[nH]c2)C(C4)O1

Scaffold Graph/Node level:
OC1CCC(C(O)OC2CC3CCC4CC35CC2OC(O)CCC2NCCCC2C(O)OCC4O5)CN1

Scaffold Graph level:
CC1CCC(C(C)CC2CC3CCC4CC35CC4CCC(C)C3CCCCC3CCC(C)CC2C5)CC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Nicotinic acid alkaloids

NP Classifier Class: Pyridine alkaloids

NP-Likeness score: 1.677

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Chemical structure download