Orthosiphol N

CNP0112033.1 · C36H40O10 · View on COCONUT ↗

2D Structure

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Identifiers

Name	Orthosiphol N
IUPAC Name	[(2~{S},3~{S},4~{R},4~{a}~{S},4~{b}~{R},7~{R},8~{a}~{R},9~{R},10~{a}~{S})-3-acetoxy-4-benzoyloxy-8~{a},9-dihydroxy-1,1,4~{a},7-tetramethyl-5,8-dioxo-7-vinyl-2,3,4,4~{b},6,9,10,10~{a}-octahydrophenanthren-2-yl] benzoate
COCONUT ID	CNP0112033.1
InChIKey	LFPSUBPBKLUQAL-OBSWDRTESA-N
InChI	InChI=1S/C36H40O10/c1-7-34(5)19-23(38)27-35(6)24(18-25(39)36(27,43)32(34)42)33(3,4)28(45-30(40)21-14-10-8-11-15-21)26(44-20(2)37)29(35)46-31(41)22-16-12-9-13-17-22/h7-17,24-29,39,43H,1,18-19H2,2-6H3/t24-,25+,26-,27+,28+,29-,34-,35-,36-/m0/s1
SMILES	C=C[C@@]1(C)CC(=O)[C@H]2[C@](O)(C1=O)[C@H](O)C[C@H]1C(C)(C)[C@H](OC(=O)C3=CC=CC=C3)[C@H](OC(C)=O)[C@H](OC(=O)C3=CC=CC=C3)[C@@]12C

Properties

Molecular Formula	C36H40O10
Molecular Weight	632.71
Exact Mass	632.26215
Log P (ALogP)	3.88
TPSA	153.50
H-Bond Donors / Acceptors	2 / 10
Rotatable Bonds	6
Lipinski's Rule of 5 Violations	1
QED Drug-likeness	0.27
NP-likeness	2.18

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 (4)

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