[(1~{S},2~{R},3~{R},4~{S},5~{R},6~{S},8~{R},9~{S},10~{S},13~{S},16~{R},17~{R},18~{S})-11-ethyl-8,9-dihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-4-yl] benzoate

CNP0204528.1 · C32H45NO8 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

IUPAC Name	[(1~{S},2~{R},3~{R},4~{S},5~{R},6~{S},8~{R},9~{S},10~{S},13~{S},16~{R},17~{R},18~{S})-11-ethyl-8,9-dihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-4-yl] benzoate
COCONUT ID	CNP0204528.1
InChIKey	LHHMELNNWQOVML-MAZQKYIGSA-N
InChI	InChI=1S/C32H45NO8/c1-6-33-16-29(17-37-2)13-12-22(39-4)31-20-14-19-21(38-3)15-30(35,32(36,28(31)33)26(40-5)25(29)31)23(20)24(19)41-27(34)18-10-8-7-9-11-18/h7-11,19-26,28,35-36H,6,12-17H2,1-5H3/t19-,20-,21+,22-,23-,24+,25-,26+,28+,29+,30-,31+,32-/m1/s1
SMILES	CCN1C[C@]2(COC)CC[C@@H](OC)[C@@]34[C@@H]5C[C@H]6[C@H](OC(=O)C7=CC=CC=C7)[C@@H]5[C@](O)(C[C@@H]6OC)[C@@](O)([C@@H](OC)[C@H]23)[C@@H]14

Properties

Molecular Formula	C32H45NO8
Molecular Weight	571.71
Exact Mass	571.31452
Log P (ALogP)	2.14
TPSA	106.92
H-Bond Donors / Acceptors	2 / 9
Rotatable Bonds	8
Lipinski's Rule of 5 Violations	1
QED Drug-likeness	0.45
NP-likeness	3.07

Classification

NP Pathway	Alkaloids
NP Superclass	Pseudoalkaloids
NP Class	Terpenoid alkaloids
Chemical Superclass	Lipids and lipid-like molecules
Chemical Class	Prenol lipids
Chemical Subclass	Diterpenoids

Reported in GR-MAPs Plants

Mucuna pruriens	as “Mucuna pruriens” in COCONUT

References (1)

10.1007/BF00565884

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