|
Menu

COCONUT Compound

b-Sitosterol b-D-Glucuronide

CNP0157422.1 · C35H58O7 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Nameb-Sitosterol b-D-Glucuronide
IUPAC Name(2~{S},3~{S},4~{S},5~{R},6~{R})-6-[[(3~{S},8~{S},9~{S},10~{R},13~{R},14~{S},17~{R})-17-[(1~{R},4~{R})-4-ethyl-1,5-dimethyl-hexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1~{H}-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
COCONUT IDCNP0157422.1
InChIKeyREARGUUVUPUXPW-KDVCRYPISA-N
InChIInChI=1S/C35H58O7/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(14-16-34(22,5)27(24)15-17-35(25,26)6)41-33-30(38)28(36)29(37)31(42-33)32(39)40/h10,19-21,23-31,33,36-38H,7-9,11-18H2,1-6H3,(H,39,40)/t20-,21-,23+,24+,25-,26+,27+,28+,29+,30-,31+,33-,34+,35-/m1/s1
SMILESCC[C@H](CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]5O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C

Properties

Molecular FormulaC35H58O7
Molecular Weight590.84
Exact Mass590.41825
Log P (ALogP)5.94
TPSA116.45
H-Bond Donors / Acceptors4 / 6
Rotatable Bonds9
Lipinski's Rule of 5 Violations2
QED Drug-likeness0.25
NP-likeness2.51

Classification

NP PathwayTerpenoids
NP SuperclassSteroids
NP ClassStigmastane steroids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassSteroids and steroid derivatives
Chemical SubclassSteroidal glycosides

Reported in GR-MAPs Plants

Oryza sativa as “Oryza sativa” in COCONUT

References (4)

  1. 10.1007/S10600-005-0108-9
  2. 10.1007/S10600-007-0152-8
  3. 10.1016/0031-9422(90)89069-L
  4. 10.1135/CCCC19593938

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.