Structure Database (LMSD)
Systematic Name
3β,5α,6β-Trihydroxycholan-24-oic Acid
Synonyms
LM ID
LMST04010339
Formula
Exact Mass
Calculate m/z
408.287575
Sum Composition
Status
Curated
3D model of
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
3β,5α,6β-Trihydroxycholanic acid is a metabolite of 5α,6β-dihydroxycholestanol .1,2 It is increased in dried blood spots from patients with Niemann-Pick disease type C, a neurodegenerative cholesterol-sphingolipid lysosomal storage disorder.2
This information has been provided by Cayman Chemical
References
2. Kikuchi, S., Imai, Y., Suzuoki, Z., et al. Biologic studies of cholestane-3β,5α,6β-triol and its derivatives. III. The metabolic fate and metabolites of cholestane-3β,5α,6β-triol in animals. J. Pharmacol. Exp. Ther. 159(2), 399-408 (1968).
String Representations
InChiKey (Click to copy)
NMKAZCXSXYNCFW-DWQVTILUSA-N
InChi (Click to copy)
InChI=1S/C24H40O5/c1-14(4-7-21(27)28)17-5-6-18-16-12-20(26)24(29)13-15(25)8-11-23(24,3)19(16)9-10-22(17,18)2/h14-20,25-26,29H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16+,17-,18+,19+,20-,22-,23-,24+/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CCC(O)=O)CC[C@@]4([H])[C@]3([H])C[C@@H](O)[C@@]2(O)C[C@@H](O)C1
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
29
Rings
4
Aromatic Rings
0
Rotatable Bonds
4
Van der Waals Molecular Volume
415.63
Topological Polar Surface Area
97.99
Hydrogen Bond Donors
4
Hydrogen Bond Acceptors
5
logP
4.45
Molar Refractivity
111.64
Admin
Created at
-
Updated at
9th Jun 2022