NAV

Estradiol hemisuccinate

Identification

Generic Name
Estradiol hemisuccinate
DrugBank Accession Number
DB07891
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 372.4547
Monoisotopic: 372.193674006
Chemical Formula
C22H28O5
Synonyms
  • 17beta-Estradiol hemisuccinate
  • beta-Estradiol-17-beta-hemisuccinate
  • beta-Estradiol-17beta-hemisuccinate
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as steroid esters. These are compounds containing a steroid moiety which bears a carboxylic acid ester group.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
Sub Class
Steroid esters
Direct Parent
Steroid esters
Alternative Parents
Estrogens and derivatives / 3-hydroxysteroids / Phenanthrenes and derivatives / Tetralins / 1-hydroxy-2-unsubstituted benzenoids / Dicarboxylic acids and derivatives / Carboxylic acid esters / Carboxylic acids / Organic oxides / Hydrocarbon derivatives
show 1 more
Substituents
1-hydroxy-2-unsubstituted benzenoid / 3-hydroxysteroid / Aromatic homopolycyclic compound / Benzenoid / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Carboxylic acid ester / Dicarboxylic acid or derivatives / Estrane-skeleton
show 9 more
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
VQV5064VG6
CAS number
7698-93-3
InChI Key
YJPIDPAGJSWWBE-FNIAAEIWSA-N
InChI
InChI=1S/C22H28O5/c1-22-11-10-16-15-5-3-14(23)12-13(15)2-4-17(16)18(22)6-7-19(22)27-21(26)9-8-20(24)25/h3,5,12,16-19,23H,2,4,6-11H2,1H3,(H,24,25)/t16-,17-,18+,19+,22+/m1/s1
IUPAC Name
4-{[(1S,3aS,3bR,9bS,11aS)-7-hydroxy-11a-methyl-1H,2H,3H,3aH,3bH,4H,5H,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]oxy}-4-oxobutanoic acid
SMILES
[H][C@@]12CC[C@H](OC(=O)CCC(O)=O)[C@@]1(C)CC[C@]1([H])C3=CC=C(O)C=C3CC[C@@]21[H]

References

General References
Not Available
PubChem Compound
66440
PubChem Substance
99444362
ChemSpider
59813
ChEMBL
CHEMBL1233274
ZINC
ZINC000004026838
PDBe Ligand
HE7
Wikipedia
Estradiol_hemisuccinate
PDB Entries
2z77

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0048 mg/mLALOGPS
logP3.82ALOGPS
logP4.01Chemaxon
logS-4.9ALOGPS
pKa (Strongest Acidic)4.31Chemaxon
pKa (Strongest Basic)-5.4Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area83.83 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity99.95 m3·mol-1Chemaxon
Polarizability41.88 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9632
Blood Brain Barrier+0.809
Caco-2 permeable-0.513
P-glycoprotein substrateSubstrate0.7904
P-glycoprotein inhibitor INon-inhibitor0.8806
P-glycoprotein inhibitor IINon-inhibitor0.6136
Renal organic cation transporterNon-inhibitor0.843
CYP450 2C9 substrateNon-substrate0.733
CYP450 2D6 substrateNon-substrate0.876
CYP450 3A4 substrateSubstrate0.6825
CYP450 1A2 substrateNon-inhibitor0.7777
CYP450 2C9 inhibitorNon-inhibitor0.9573
CYP450 2D6 inhibitorNon-inhibitor0.9626
CYP450 2C19 inhibitorNon-inhibitor0.9327
CYP450 3A4 inhibitorNon-inhibitor0.8053
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9132
Ames testNon AMES toxic0.7886
CarcinogenicityNon-carcinogens0.9336
BiodegradationNot ready biodegradable0.9753
Rat acute toxicity2.3962 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9303
hERG inhibition (predictor II)Non-inhibitor0.5114
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
MS/MS Spectrum - , positiveLC-MS/MSsplash10-0a4i-2910000000-7de5840e5014d18084ad
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0091000000-4f691d103dfa46ff79e7
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0009000000-95b8aebd25736be1f60d
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-1292000000-c3961ef818aedbf15d4d
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-05fr-7095000000-714d6f599640b74f8659
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-05fr-9002000000-41aa6695000e6fe7ee6d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udj-0970000000-f4985405290e519a50d8
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-209.375619
predicted
DarkChem Lite v0.1.0
[M-H]-205.925919
predicted
DarkChem Lite v0.1.0
[M-H]-193.49652
predicted
DeepCCS 1.0 (2019)
[M+H]+212.795619
predicted
DarkChem Lite v0.1.0
[M+H]+205.407419
predicted
DarkChem Lite v0.1.0
[M+H]+195.39238
predicted
DeepCCS 1.0 (2019)
[M+Na]+209.718619
predicted
DarkChem Lite v0.1.0
[M+Na]+204.771119
predicted
DarkChem Lite v0.1.0
[M+Na]+201.61798
predicted
DeepCCS 1.0 (2019)

Drug created at September 15, 2010 21:26 / Updated at June 12, 2020 16:52