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Showing Compound Estrogen (FDB006560)

Record Information
Version1.0
Creation date2010-04-08 22:07:12 UTC
Update date2019-11-26 03:01:11 UTC
Primary IDFDB006560
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameEstrogen
Descriptiondiethylstilbestrol, also known as DES or distilbene, belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Based on a literature review a significant number of articles have been published on diethylstilbestrol.
CAS Number56-53-1
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(e)-3,4-Bis(4-hydroxyphenyl)-3-hexeneChEBI
(e)-4,4'-(1,2-Diethyl-1,2-ethenediyl)bisphenolChEBI
4,4'-Dihydroxy-alpha,beta-diethylstilbeneChEBI
alpha,Alpha'-diethyl-(e)-4,4'-stilbenediolChEBI
DESChEBI
DiethylstilbestrolumChEBI
DietilestilbestrolChEBI
DistilbeneChEBI
trans-4,4'-(1,2-Diethyl-1,2-ethenediyl)bisphenolChEBI
trans-DiethylstilbesterolChEBI
trans-DiethylstilbestrolChEBI
trans-DiethylstilboesterolChEBI
StilbestrolKegg
4,4'-Dihydroxy-a,b-diethylstilbeneGenerator
4,4'-Dihydroxy-α,β-diethylstilbeneGenerator
a,Alpha'-diethyl-(e)-4,4'-stilbenediolGenerator
Α,alpha'-diethyl-(e)-4,4'-stilbenediolGenerator
AgostilbenMeSH
ApstilMeSH
Diethylstilbestrol, (Z)-isomerMeSH
Diethylstilbestrol, disodium saltMeSH
DistilbèneMeSH
Estrogen, stilbeneMeSH
Stilbene estrogenMeSH
TampovaganMeSH
co Pharma brand OF diethylstilbestrolMeSH
Gerda brand OF diethylstilbestrolMeSH
APS brand OF diethylstilbestrolMeSH
CO-Pharma brand OF diethylstilbestrolMeSH
Estrogensmanual
Oestrogenmanual
Oestrogensmanual
Predicted Properties
PropertyValueSource
Water Solubility0.011 g/LALOGPS
logP4.62ALOGPS
logP5.19ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)8.63ChemAxon
pKa (Strongest Basic)-6.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity83.24 m³·mol⁻¹ChemAxon
Polarizability30.68 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC18H20O2
IUPAC name4-[(3E)-4-(4-hydroxyphenyl)hex-3-en-3-yl]phenol
InChI IdentifierInChI=1S/C18H20O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h5-12,19-20H,3-4H2,1-2H3/b18-17+
InChI KeyRGLYKWWBQGJZGM-ISLYRVAYSA-N
Isomeric SMILESCC\C(=C(\CC)C1=CC=C(O)C=C1)C1=CC=C(O)C=C1
Average Molecular Weight268.356
Monoisotopic Molecular Weight268.146329884
Classification
Description Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassStilbenes
Sub ClassNot Available
Direct ParentStilbenes
Alternative Parents
Substituents
  • Stilbene
  • Phenylpropane
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0290000000-f2a65d0f5428a0bf00962016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0159-0690000000-6b39aa057a8cb6eb1def2016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-2950000000-4f5e80bdea64d9365cc72016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090000000-9bda79387111e57980942016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0090000000-7c62326707d11881c0982016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00ll-2490000000-de50c09ba9f659d1b0472016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014r-0890000000-ce8b26781cf43b8068402021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kr-0930000000-ff4502b2ae61ffdf7a9a2021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052p-1950000000-6890970b5e5ae4ffaf872021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090000000-e89c3535f3d6cda6ed7d2021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ap0-0190000000-93dd0c6a4d49918f7fc72021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0300-0790000000-15fa3a704fd6a8d70eab2021-10-21View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI ID50114
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDESTROGEN|ESTROGENS
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDEstrogen
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
Anti-acromegalicAn agent that suppresses the overproduction of growth hormone, used to treat acromegaly, a condition characterized by excessive growth and tissue enlargement, often caused by a pituitary tumor. Therapeutically, it helps reduce symptoms such as enlarged hands and feet, facial disfigurement, and organ damage. Key medical uses include managing acromegaly and related conditions, such as gigantism.DUKE
Anti-hemorrhagic50248 An agent that stops or prevents bleeding, promoting blood clotting and tissue repair. It plays a biological role in maintaining vascular integrity and is therapeutically used to treat bleeding disorders, injuries, and surgical wounds, with key medical applications in trauma care, surgery, and hemophilia management.DUKE
Anti hypercholesterolemicAn agent that prevents or controls an increase of cholesterol in the blood, playing a crucial role in reducing cardiovascular risk. Therapeutically, it helps manage hypercholesterolemia, preventing plaque buildup and lowering the risk of heart disease, making it a key treatment for conditions like atherosclerosis and coronary artery disease.DUKE
Anti hyperparathyroidic52217 An agent that reduces parathyroid hormone (PTH) levels, used to manage hyperparathyroidism, osteoporosis, and calcium imbalances. It helps regulate calcium and phosphate metabolism, commonly used in treating conditions like primary and secondary hyperparathyroidism.DUKE
Anti-menopausal52217 An agent that alleviates menopausal symptoms, regulating hormonal balance and reducing discomfort. Therapeutically, it is used to manage hot flashes, night sweats, and mood changes, improving quality of life for menopausal women. Key medical uses include hormone replacement therapy and treatment of menopause-related disorders.DUKE
Anti osteoporotic52217 An agent that prevents or treats osteoporosis by promoting bone density, reducing bone resorption, and increasing calcium absorption, commonly used in managing osteoporosis, osteopenia, and preventing fractures.DUKE
Antitumor35610 An agent that inhibits tumor growth and proliferation, playing a crucial role in cancer treatment. Therapeutically, antitumors are used to manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, helping to reduce tumor size, prevent metastasis, and improve patient outcomes.DUKE
Cardioprotective38070 An agent that protects the heart from damage, reducing the risk of cardiovascular disease. It plays a biological role in mitigating cardiac stress and injury, with therapeutic applications in preventing heart attacks, strokes, and arrhythmias, and key medical uses in treating hypertension, heart failure, and coronary artery disease.DUKE
HDL-genicAn agent that stimulates production of HDL, or 'good cholesterol', promoting cardiovascular health, with therapeutic applications in managing high cholesterol and preventing atherosclerosis, and key medical uses in reducing cardiovascular disease risk.DUKE
Immunostimulant50847 An agent that stimulates the immune system, enhancing its response to infections and diseases. Therapeutically, it boosts the body's natural defenses, commonly used to treat immunodeficiency disorders, prevent infections, and support cancer treatment, as well as manage chronic conditions like hepatitis and HIV.DUKE
LDL lyticAn agent that stimulates breakdown of LDL, or 'bad cholesterol', reducing cardiovascular risk. Therapeutically, it's used to manage hyperlipidemia, atherosclerosis, and cardiovascular disease, helping to prevent heart attacks and strokes.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).