Summary

IMPPAT Phytochemical identifier: IMPHY000941

Phytochemical name: Macrophyllicin

Synonymous chemical names:
macrophyllicin

External chemical identifiers:
CID:44150651

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Chemical structure information

SMILES:
OC[C@H]1O[C@H](O[C@H]2O[C@H](C(=O)OC3CC[C@]4(C(C3(C)C)[C@@H](O)C[C@@]3(C4CC=C4[C@@]3(C)C[C@@H]([C@@]3([C@@H]4CC(C)(C)CC3)CO)O)C)C)[C@H]([C@@H]([C@H]2O[C@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O)[C@@H]([C@H]([C@H]1O)O)O

InChI:
InChI=1S/C54H88O24/c1-21-30(60)33(63)36(66)45(71-21)75-40-39(69)41(76-48(78-47-38(68)35(65)32(62)26(19-56)73-47)42(40)77-46-37(67)34(64)31(61)25(18-55)72-46)44(70)74-29-11-12-51(6)27-10-9-22-23-15-49(2,3)13-14-54(23,20-57)28(59)17-52(22,7)53(27,8)16-24(58)43(51)50(29,4)5/h9,21,23-43,45-48,55-69H,10-20H2,1-8H3/t21-,23+,24-,25+,26+,27?,28-,29?,30-,31+,32-,33+,34-,35-,36+,37+,38+,39-,40-,41-,42+,43?,45-,46+,47+,48+,51+,52+,53+,54+/m0/s1

InChIKey:
CDYAORBMMPRWHL-XOJINRSKSA-N

DeepSMILES:
OC[C@H]O[C@H]O[C@H]O[C@H]C=O)OCCC[C@]CC6C)C))[C@@H]O)C[C@@]C6CC=C[C@@]6C)C[C@@H][C@@][C@@H]6CCC)C)CC6)))))CO)))O))))))))C)))))C)))))))[C@H][C@@H][C@H]6O[C@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O)))))))O[C@@H]O[C@@H]C)[C@@H][C@H][C@H]6O))O))O)))))))O))))))[C@@H][C@H][C@H]6O))O))O

Functional groups:
CC=C(C)C, CO, COC(C)=O, CO[C@@H](C)OC, CO[C@@H](C)O[C@H](C)OC, CO[C@H](C)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(OC1CCC2C(CCC3C4CCC5CCCCC5C4=CCC23)C1)C1CC(OC2CCCCO2)C(OC2CCCCO2)C(OC2CCCCO2)O1

Scaffold Graph/Node level:
OC(OC1CCC2C(CCC3C2CCC2C4CCCCC4CCC23)C1)C1CC(OC2CCCCO2)C(OC2CCCCO2)C(OC2CCCCO2)O1

Scaffold Graph level:
CC(CC1CCC2C(CCC3C2CCC2C4CCCCC4CCC23)C1)C1CC(CC2CCCCC2)C(CC2CCCCC2)C(CC2CCCCC2)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: Oleanane triterpenoids

NP-Likeness score: 2.286

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Chemical structure download