Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID013350

Phytochemical name: orthosiphol D

Synonymous chemical names:
Orthosiphol D, orthosiphol d

External chemical identifiers:
CID:CID_44583689, ChEMBL:CHEMBL448572, ZINC:ZINC000044351239, SureChEMBL:SCHEMBL12566539

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Chemical structure information

SMILES:
C=C[C@@]1(C)C[C@@H](OC(=O)c2ccccc2)[C@H]2[C@@](C1=O)(O)[C@H](OC(=O)C)C[C@@H]1[C@]2(C)C=C(OC(=O)C)C(=O)C1(C)C

InChI:
InChI=1S/C31H36O9/c1-8-29(6)15-20(40-26(35)19-12-10-9-11-13-19)24-30(7)16-21(38-17(2)32)25(34)28(4,5)22(30)14-23(39-18(3)33)31(24,37)27(29)36/h8-13,16,20,22-24,37H,1,14-15H2,2-7H3/t20-,22+,23-,24-,29+,30+,31+/m1/s1

InChIKey:
LSZJDNYREMWISO-FHGPSSOVSA-N

DeepSMILES:
C=C[C@@]C)C[C@@H]OC=O)cccccc6))))))))[C@H][C@@]C6=O))O)[C@H]OC=O)C)))C[C@@H][C@]6C)C=COC=O)C)))C=O)C6C)C

Functional groups:
CC(=O)OC(=CC)C(=O)C, C=CC, cC(=O)OC, CC(=O)C, CO, CC(=O)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=CC2C(CCC3C(=O)CCC(OC(=O)c4ccccc4)C32)C1

Scaffold Graph/Node level:
OC1CCC2C(CCC3C(O)CCC(OC(O)C4CCCCC4)C32)C1

Scaffold Graph level:
CC1CCC2C(CCC3C(C)CCC(CC(C)C4CCCCC4)C32)C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Diterpenoids

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Diterpenoids

NP Classifier Class: Norpimarane and Norisopimarane diterpenoids

NP-Likeness score: 2.444

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Chemical structure download