Summary

IMPPAT Phytochemical identifier: IMPHY001341

Phytochemical name: Limbocidin

Synonymous chemical names:
limbocidin

External chemical identifiers:
CID:102588495

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Chemical structure information

SMILES:
C/C=C(/C(=O)O[C@H]1C[C@@H](OC(=O)C)[C@]2([C@H]3[C@@]1(C)[C@H]1[C@H](O)[C@H](O)[C@]4([C@]5([C@]1(C)[C@@H]([C@H]3OC2)O)O[C@@H]5C(=O)[C@H]4C1=CC(=O)OC1=O)C)C)C

InChI:
InChI=1S/C33H40O13/c1-8-12(2)27(40)44-16-10-15(43-13(3)34)29(4)11-42-21-23(29)30(16,5)22-20(37)24(38)31(6)18(14-9-17(35)45-28(14)41)19(36)26-33(31,46-26)32(22,7)25(21)39/h8-9,15-16,18,20-26,37-39H,10-11H2,1-7H3/b12-8+/t15-,16+,18-,20+,21+,22-,23+,24+,25-,26-,29+,30-,31+,32+,33-/m1/s1

InChIKey:
AXNCEELXJOSUOL-IETUTBKHSA-N

DeepSMILES:
C/C=C/C=O)O[C@H]C[C@@H]OC=O)C)))[C@][C@H][C@@]6C)[C@H][C@H]O)[C@H]O)[C@][C@][C@]6C)[C@@H][C@H]%10OC%13)))O)))O[C@@H]3C=O)[C@H]6C=CC=O)OC5=O)))))))))))C)))))))C)))))))C

Functional groups:
C/C=C(C)C(=O)OC, CC(=O)OC, CC1=CC(=O)OC1=O, CO, COC, C[C@]12CCC(=O)[C@H]1O2

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=C(C2C(=O)C3OC34C2CCC2C3CCCC5COC(CC24)C53)C(=O)O1

Scaffold Graph/Node level:
OC1CC(C2C(O)C3OC34C3CC5OCC6CCCC(C3CCC24)C65)C(O)O1

Scaffold Graph level:
CC1CC(C)C(C2C(C)C3CC34C3CC5CCC6CCCC(C3CCC24)C65)C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Triterpenoids

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Limonoids

NP-Likeness score: 3.198

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Chemical structure download