Summary

IMPPAT Phytochemical identifier: IMPHY009721

Phytochemical name: Lolitrem B

Synonymous chemical names:
lolitrem b

External chemical identifiers:
CID:11947793, ZINC:ZINC000085596987, FDASRS:4M63MT6W6M

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Chemical structure information

SMILES:
CC(=C[C@H]1O[C@H]2[C@H]3O[C@]43[C@@H](O[C@@H]2C(O1)(C)C)CC[C@]1([C@@]4(O)CC[C@@H]2[C@]1(C)c1[nH]c3c(c1C2)c1C[C@@H]2[C@@H](C(=O)c1cc3)C(OC2(C)C)(C)C)C)C

InChI:
InChI=1S/C42H55NO7/c1-20(2)17-28-47-32-34(38(7,8)48-28)46-27-14-15-39(9)40(10)21(13-16-41(39,45)42(27)35(32)49-42)18-24-29-23-19-25-30(37(5,6)50-36(25,3)4)31(44)22(23)11-12-26(29)43-33(24)40/h11-12,17,21,25,27-28,30,32,34-35,43,45H,13-16,18-19H2,1-10H3/t21-,25+,27-,28-,30-,32+,34-,35+,39+,40+,41-,42-/m0/s1

InChIKey:
HGBZMCXKHKZYBF-WZGHVFPCSA-N

DeepSMILES:
CC=C[C@H]O[C@H][C@H]O[C@@]3[C@@H]O[C@@H]7CO%11)C)C))))CC[C@][C@@]6O)CC[C@@H][C@]6C)c[nH]ccc5C8))cC[C@@H][C@@H]C=O)c6cc%10))))COC5C)C)))C)C)))))))))))))))C))))))))))))C

Functional groups:
CO, COC, CO[C@@H](C=C(C)C)OC, C[C@@]1(C)O[C@@H]1C, cC(C)=O, c[nH]c

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1c2ccc3[nH]c4c(c3c2CC2COCC12)CC1CCC2C(CCC3OC5COCOC5C5OC325)C41

Scaffold Graph/Node level:
OC1C2COCC2CC2C1CCC1NC3C(CC4CCC5C(CCC6OC7COCOC7C7OC657)C43)C12

Scaffold Graph level:
CC1C2CCCC2CC2C1CCC1CC3C(CC4CCC5C(CCC6CC7CCCCC7C7CC675)C43)C12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Naphthopyrans

NP Classifier Biosynthetic pathway: Alkaloids, Terpenoids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Indole-Diterpenoid alkaloids (Penitrems)

NP-Likeness score: 2.047

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Chemical structure download