(1~{R},2~{R},3~{S},5~{R},6~{S},8~{R},9~{S},10~{S},13~{R},14~{R},17~{S},18~{S})-11-ethyl-8,9,14-trihydroxy-6,18-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-4-one

CNP0216962.1 · C24H37NO7 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

IUPAC Name	(1~{R},2~{R},3~{S},5~{R},6~{S},8~{R},9~{S},10~{S},13~{R},14~{R},17~{S},18~{S})-11-ethyl-8,9,14-trihydroxy-6,18-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-4-one
COCONUT ID	CNP0216962.1
InChIKey	GBDXKPVZSMASOC-VFECYBHTSA-N
InChI	InChI=1S/C24H37NO7/c1-5-25-10-21(11-30-2)15(26)6-7-22-13-8-12-14(31-3)9-23(28,16(13)17(12)27)24(29,20(22)25)19(32-4)18(21)22/h12-16,18-20,26,28-29H,5-11H2,1-4H3/t12-,13-,14+,15-,16-,18-,19+,20+,21+,22-,23-,24-/m1/s1
SMILES	CCN1C[C@]2(COC)[C@H](O)CC[C@@]34[C@@H]5C[C@H]6C(=O)[C@@H]5[C@](O)(C[C@@H]6OC)[C@@](O)([C@@H](OC)[C@H]23)[C@@H]14

Properties

Molecular Formula	C24H37NO7
Molecular Weight	451.56
Exact Mass	451.25700
Log P (ALogP)	-0.17
TPSA	108.69
H-Bond Donors / Acceptors	3 / 8
Rotatable Bonds	5
Lipinski's Rule of 5 Violations	0
QED Drug-likeness	0.53
NP-likeness	3.05

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