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estradiol valerate   Click here for help

GtoPdb Ligand ID: 7655

Synonyms: Climaval®
Approved drug
estradiol valerate is an approved drug (FDA (1954))
Compound class: Synthetic organic
Comment: Estradiol valerate is a synthetic ester of the endogenous estrogen, 17β-estradiol. This ester is absorbed more slowly and has a longer duration of action than the native hormone. Estradiol valerate is cleaved in vivo by plasma and liver esterases to form 17β-estradiol and valeric acid.

estradiol valerate is commercially available from our sponsors

2D Structure
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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.

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Click here for structure editor
Physico-chemical Properties
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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.

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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 46.53
Molecular weight 356.24
XLogP 6.36
No. Lipinski's rules broken 1

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
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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/)

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Canonical SMILES CCCCC(=O)OC1CCC2C1(C)CCC1C2CCc2c1ccc(c2)O
Isomeric SMILES CCCCC(=O)O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)O
InChI InChI=1S/C23H32O3/c1-3-4-5-22(25)26-21-11-10-20-19-8-6-15-14-16(24)7-9-17(15)18(19)12-13-23(20,21)2/h7,9,14,18-21,24H,3-6,8,10-13H2,1-2H3/t18-,19-,20+,21+,23+/m1/s1
InChI Key RSEPBGGWRJCQGY-RBRWEJTLSA-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/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes. US FDA (1954)
Is prodrug? Yes
Active form 17β-estradiol
IUPAC Name Click here for help
[(8R,9S,13S,14S,17S)-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] pentanoate
International Nonproprietary Names Click here for help
INN number INN
3921 estradiol valerate
Synonyms Click here for help
Climaval®
Database Links Click here for help
CAS Registry No. 979-32-8
ChEMBL Ligand CHEMBL1511
DrugCentral Ligand 1064
GtoPdb PubChem SID 223365990
LIPID MAPS LMST02010039
PubChem CID 13791
Search Google for chemical match using the InChIKey RSEPBGGWRJCQGY-RBRWEJTLSA-N
Search Google for chemicals with the same backbone RSEPBGGWRJCQGY
Search PubMed clinical trials estradiol valerate
Search PubMed titles estradiol valerate
Search PubMed titles/abstracts estradiol valerate
UniChem Compound Search for chemical match using the InChIKey RSEPBGGWRJCQGY-RBRWEJTLSA-N
UniChem Connectivity Search for chemical match using the InChIKey RSEPBGGWRJCQGY-RBRWEJTLSA-N
Wikipedia Estradiol valerate

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MedChemExpress
Estradiol valerate (links to external site)
Cat. No. HY-B0672