17α-hydroxypregnenolone   Click here for help

GtoPdb Ligand ID: 5103

Synonyms: 17α hydroxypregnenolone | 17-hydroxypregnenolone | 17-OH-pregnenolone
PDB Ligand
Compound class: Metabolite

17α-hydroxypregnenolone is commercially available from our sponsors

2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 57.53
Molecular weight 332.24
XLogP 3.04
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

✖
Canonical SMILES OC1CCC2(C(=CCC3C2CCC2(C3CCC2(O)C(=O)C)C)C1)C
Isomeric SMILES O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@]2(O)C(=O)C)C)C1)C
InChI InChI=1S/C21H32O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h4,15-18,23-24H,5-12H2,1-3H3/t15-,16+,17-,18-,19-,20-,21-/m0/s1
InChI Key JERGUCIJOXJXHF-TVWVXWENSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

For advanced searching click here to open chemical structure editor

Similar Ligands Click here for help
BIO101
Click here for ligand page
gestodene
Click here for ligand page
nomegestrol
Click here for ligand page
tibolone
Click here for ligand page
Targets
Estrogen receptor-α
vamorolone
Click here for ligand page
Targets
Glucocorticoid receptor
megestrol
Click here for ligand page
clobetasone
Click here for ligand page
mometasone
Click here for ligand page
Targets
Glucocorticoid receptor
dienogest
Click here for ligand page
etonogestrel
Click here for ligand page
rimexolone
Click here for ligand page
prednisone
Click here for ligand page
Targets
Glucocorticoid receptor
methylprednisolone
Click here for ligand page
Targets
Glucocorticoid receptor; TRPC5
medrysone
Click here for ligand page
fluorometholone
Click here for ligand page
Targets
Glucocorticoid receptor
desoximetasone
Click here for ligand page
Targets
Glucocorticoid receptor
desogestrel
Click here for ligand page
betamethasone
Click here for ligand page
Targets
Glucocorticoid receptor
beclometasone
Click here for ligand page
Targets
Glucocorticoid receptor
nandrolone
Click here for ligand page
Targets
Androgen receptor
ethylestrenol
Click here for ligand page
Targets
Androgen receptor
methyltestosterone
Click here for ligand page
Targets
Androgen receptor
cortisone
Click here for ligand page
17α-hydroxyprogesterone
Click here for ligand page
11-deoxycortisol
Click here for ligand page
[3H]methyltrienolone
Click here for ligand page
Targets
Androgen receptor
[3H]mibolerone
Click here for ligand page
Targets
Androgen receptor
[3H]aldosterone
Click here for ligand page
Targets
Mineralocorticoid receptor
deoxycortisone
Click here for ligand page
Targets
Glucocorticoid receptor
[3H]dexamethasone
Click here for ligand page
Targets
Glucocorticoid receptor
RU26988
Click here for ligand page
Targets
Glucocorticoid receptor
RU28362
Click here for ligand page
Targets
Glucocorticoid receptor
compound 18 [PMID: 8426367]
Click here for ligand page
Targets
hydroxymethylglutaryl-CoA reductase
levonorgestrel
Click here for ligand page
Targets
Progesterone receptor
norethisterone
Click here for ligand page
Targets
Progesterone receptor
medroxyprogesterone
Click here for ligand page
Targets
Progesterone receptor
fludrocortisone
Click here for ligand page
Targets
Mineralocorticoid receptor
aldosterone
Click here for ligand page
Targets
Glucocorticoid receptor; Mineralocorticoid receptor
triamcinolone
Click here for ligand page
Targets
Glucocorticoid receptor
corticosterone
Click here for ligand page
Targets
Glucocorticoid receptor; Mineralocorticoid receptor
cortisol
Click here for ligand page
Targets
Glucocorticoid receptor; Mineralocorticoid receptor
prednisolone
Click here for ligand page
Targets
Glucocorticoid receptor; Mineralocorticoid receptor
fluoxymesterone
Click here for ligand page
Targets
Androgen receptor
mibolerone
Click here for ligand page
Targets
Androgen receptor
testosterone
Click here for ligand page
Targets
Androgen receptor
methyltrienolone
Click here for ligand page
Targets
Androgen receptor
dexamethasone
Click here for ligand page
Targets
Glucocorticoid receptor; Mineralocorticoid receptor; Pregnane X receptor