orthosiphol T

CNP0290084.1 · C36H42O10 · View on COCONUT ↗

2D Structure

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Identifiers

Name	orthosiphol T
IUPAC Name	[(2~{R},4~{R},4~{a}~{S},4~{b}~{S},5~{R},6~{S},7~{S},8~{a}~{S},10~{R},10~{a}~{R})-6-acetoxy-5-benzoyloxy-7,10,10~{a}-trihydroxy-2,4~{b},8,8-tetramethyl-1-oxo-2-vinyl-4,4~{a},5,6,7,8~{a},9,10-octahydro-3~{H}-phenanthren-4-yl] benzoate
COCONUT ID	CNP0290084.1
InChIKey	JSXWPPDJFPNHQS-KXWDHPLKSA-N
InChI	InChI=1S/C36H42O10/c1-7-34(5)19-23(45-30(40)21-14-10-8-11-15-21)27-35(6)24(18-25(38)36(27,43)32(34)42)33(3,4)28(39)26(44-20(2)37)29(35)46-31(41)22-16-12-9-13-17-22/h7-17,23-29,38-39,43H,1,18-19H2,2-6H3/t23-,24+,25-,26+,27-,28-,29+,34+,35+,36+/m1/s1
SMILES	C=C[C@@]1(C)C[C@@H](OC(=O)C2=CC=CC=C2)[C@H]2[C@](O)(C1=O)[C@H](O)C[C@H]1C(C)(C)[C@H](O)[C@H](OC(C)=O)[C@H](OC(=O)C3=CC=CC=C3)[C@@]12C

Properties

Molecular Formula	C36H42O10
Molecular Weight	634.72
Exact Mass	634.27780
Log P (ALogP)	3.67
TPSA	156.66
H-Bond Donors / Acceptors	3 / 10
Rotatable Bonds	6
Lipinski's Rule of 5 Violations	1
QED Drug-likeness	0.24
NP-likeness	2.31

Classification

NP Pathway	Terpenoids
NP Superclass	Diterpenoids
NP Class	Pimarane and Isopimarane diterpenoids
Chemical Superclass	Lipids and lipid-like molecules
Chemical Class	Prenol lipids
Chemical Subclass	Diterpenoids

Reported in GR-MAPs Plants

Oryza sativa	as “Oryza sativa” in COCONUT

References (3)

Data from COCONUT (COlleCtion of Open Natural prodUcTs), released under CC0. Chandrasekhar V. et al. COCONUT 2.0: a comprehensive overhaul and curation of the collection of open natural products database. Nucleic Acids Research (2024), doi:10.1093/nar/gkae1063. COCONUT release 2026-10.

COCONUT Compound