Summary

IMPPAT Phytochemical identifier: IMPHY006504

Phytochemical name: Thapsuine A

Synonymous chemical names:
thapsuine a, thapsuines a

External chemical identifiers:
CID:5458837

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Chemical structure information

SMILES:
OCC1OC(OC2C(C)OC(C(C2O)O)OCC2OC(O[C@H]3CC[C@]4([C@H]([C@]3(C)CO)CC[C@@]3([C@@H]4C=C[C@]45[C@@]3(C)CC[C@@]3([C@H]5CC(C)(C)CC3)CO4)C)C)C(C(C2O)OC2OC(C)C(C(C2O)O)O)O)C(C(C1O)O)O

InChI:
InChI=1S/C54H88O21/c1-24-32(57)35(60)38(63)45(69-24)75-43-34(59)27(21-67-44-40(65)37(62)42(25(2)70-44)74-46-39(64)36(61)33(58)26(20-55)71-46)72-47(41(43)66)73-31-11-12-49(5)28(50(31,6)22-56)9-13-51(7)29(49)10-14-54-30-19-48(3,4)15-17-53(30,23-68-54)18-16-52(51,54)8/h10,14,24-47,55-66H,9,11-13,15-23H2,1-8H3/t24?,25?,26?,27?,28-,29-,30-,31+,32?,33?,34?,35?,36?,37?,38?,39?,40?,41?,42?,43?,44?,45?,46?,47?,49+,50+,51-,52+,53-,54+/m1/s1

InChIKey:
AGRBCEPQHVINNI-XQGZWKFBSA-N

DeepSMILES:
OCCOCOCCC)OCCC6O))O))OCCOCO[C@H]CC[C@][C@H][C@]6C)CO)))CC[C@@][C@@H]6C=C[C@@][C@@]6C)CC[C@@][C@H]6CCC)C)CC6)))))CO7))))))))))C)))))C))))))CCC6O))OCOCC)CCC6O))O))O)))))))O))))))))))))CCC6O))O))O

Functional groups:
CC=CC, CO, COC, COC(C)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC23OCC4(CCCCC42)CCC3C2CCC3CC(OC4CC(OC5CCCCO5)CC(COC5CCC(OC6CCCCO6)CO5)O4)CCC3C12

Scaffold Graph/Node level:
C1CCC(OC2CCC(OCC3CC(OC4CCCCO4)CC(OC4CCC5C(CCC6C5CCC57OCC8(CCCCC85)CCC67)C4)O3)OC2)OC1

Scaffold Graph level:
C1CCC(CC2CCC(CCC3CC(CC4CCCCC4)CC(CC4CCC5C(CCC6C5CCC57CCC8(CCCCC85)CCC67)C4)C3)CC2)CC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Terpene glycosides

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Oleanane triterpenoids

NP-Likeness score: 2.414

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Chemical structure download