Gestodene (CED0008264)

Record Information

Version

1.0

Creation Date

2016-05-22 05:45:50 UTC

Update Date

2026-08-21 19:25:51 UTC

SynCED ID

CED0008264

Secondary Accession Numbers

CHEM019024

Identification

Common Name

Gestodene

Class

Small Molecule

Description

Gestodene is an organic compound with the formula C21H26O2 and an average molecular weight of 310.43 g/mol. Gestodene belongs to the estrane steroids, a subclass of steroids and steroid derivatives within the organic compounds. This substance is categorized under the superclass of lipids and lipid-like molecules. Regarding its biological activity, gestodene acts as a binder and activator of the Progesterone receptor (PGR). The compound is found in or released from two recorded sources: drinking water and water supply (drinking water), as well as healthcare, pharmaceuticals & veterinary products (hormonal contraceptives for systemic use). The recorded exposure route for this compound is oral.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
SH b 331	HMDB
Gestoden	HMDB
13-Ethyl-17-hydroxy-18,19-dinor-17 alpha-pregna-4,15-dien-20-yn-3-one	HMDB
SH b 3331	HMDB
17-alpha-Ethinyl-13-ethyl-17 beta-hydroxy-4,15-gonadien-3-one	HMDB
Gestodene, ((17alpha)-(+-))-isomer	HMDB

Chemical Formula

C₂₁H₂₆O₂

Average Molecular Mass

310.430 g/mol

Monoisotopic Mass

310.193 g/mol

CAS Registry Number

60282-87-3

IUPAC Name

(1S,2R,10R,11S,14R,15S)-15-ethyl-14-ethynyl-14-hydroxytetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-6,12-dien-5-one

Traditional Name

gestodene

SMILES

CC[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@H]34)[C@@H]1C=C[C@@]2(O)C#C

InChI Identifier

InChI=1S/C21H26O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,10,12-13,16-19,23H,3,5-9,11H2,1H3/t16-,17+,18+,19-,20-,21-/m0/s1

InChI Key

SIGSPDASOTUPFS-XUDSTZEESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Estrane steroids

Direct Parent

Estrogens and derivatives

Alternative Parents

Substituents

Estrogen-skeleton
3-oxosteroid
Hydroxysteroid
Oxosteroid
17-hydroxysteroid
Cyclohexenone
Ynone
Tertiary alcohol
Ketone
Cyclic ketone
Acetylide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0058 g/L	ALOGPS
logP	3.15	ALOGPS
logP	3.46	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	17.08	ChemAxon
pKa (Strongest Basic)	-1.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	92.99 m³·mol⁻¹	ChemAxon
Polarizability	35.94 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-001j-0590000000-0ae848be3d8a8c4e0390	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0gb9-1339000000-eec167d7cdc585705284	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0fbc-0910000000-f78be4e55be72987c86a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0kaj-0920000000-8e7c943a5ade2dcf2361	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0009000000-e311e146b48c01364698	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0759000000-639b7bc095ad306f7cf3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0fbc-0910000000-0bd07f5d796b4f893549	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00ou-0900000000-6d2a0be9e20d6f98f9ec	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0kaj-0920000000-e98c1051a49916cdccc5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0179000000-959f6c3a1ad2ee150182	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01px-0191000000-b1ab41a59d167d8daa5b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0uec-4690000000-c95a90b1a2652620de84	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0019000000-a6c0ac024a65d327f7c4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0059000000-34da217065f0fd643dc6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0kcu-0090000000-070c5a39f651450e461a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0090000000-af63cd8f347d3cf06936	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-02tc-0391000000-75cb366ab4597609b5e8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03xs-1890000000-a1e1ca10a4691110fb1b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0009000000-d834b990dbff0e00d266	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0019000000-c052dcefafdd437fec67	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a5c-1291000000-0df40a773eac7c585fe7	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
2585.0 Log mg/kg [1500:4600]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000115	Drinking water?Drinking water can be a medium for synthetic chemical contamination, often originating from various industrial processes and agricultural practices.	Drinking water & water supply	Not Available
CEDs000317	Hormonal contraceptives for systemic use?Hormonal contraceptives for systemic use are synthetic compounds designed to regulate reproductive functions by altering hormonal levels in the body.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000511	Conductors Or Conductive Bodies Characterised By The Conductive Materials?Conductors, or conductive bodies, are materials that allow the flow of electrical current, typically made from metals such as copper, aluminum, or silver.	Electrical & Electronic Equipment	PubChem
CEDs000561	Perfumes Within Detergents And Soaps?Perfumes within detergents and soaps are synthetic fragrance compounds added to enhance the sensory experience of cleaning products.	Household cleaning & consumer products	PubChem
CEDs000569	Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.	Household cleaning & consumer products	PubChem
CEDs000580	Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.	Industrial manufacturing & chemical processing	PubChem
CEDs000596	Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.	Agriculture & land management	PubChem
CEDs000610	Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.	Personal care & cosmetics	PubChem
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000615	Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.	Personal care & cosmetics	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000650	Purses Luggage Hand Bags?Purses, luggage, and handbags are often manufactured using synthetic materials such as polyvinyl chloride (PVC), polyurethane, and various types of nylon.	Textiles, leather & furnishings	PubChem
CEDs000685	Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.	Building & Construction	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000727	Printing Machines Or Presses?Printing machines or presses commonly utilize synthetic chemicals such as inks, solvents, and cleaning agents.	Paper, pulp & fiber products	PubChem
CEDs000744	Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.	Wastewater, sanitation & biosolids	PubChem

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	Prediction Confidence Score 0.315 Applicability Domain 0.525 Statistical Significance 0.0102 Supporting Reference Compounds 201 E-value 79.6398
Click to view 3D structure	Progesterone receptor	P06401	Humans	Predicted (SEA)	Prediction Confidence Score 0.313 Applicability Domain 0.525 Statistical Significance 0.0051 Supporting Reference Compounds 119 E-value 39.3917
Click to view 3D structure	Corticosteroid-binding globulin	P08185	Humans	Predicted (SEA)	Prediction Confidence Score 0.282 Applicability Domain 0.443 Statistical Significance 0.0028 Supporting Reference Compounds 21 E-value 22.0313
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	Prediction Confidence Score 0.267 Applicability Domain 0.295 Low confidence Statistical Significance 0.0188 Supporting Reference Compounds 146 E-value 146.279
Click to view 3D structure	Glucocorticoid receptor	Q9N1U3	Sus scrofa	Predicted (SEA)	Prediction Confidence Score 0.254 Applicability Domain 0.295 Low confidence Statistical Significance 3.20e-04 Supporting Reference Compounds 2 E-value 2.49118
Click to view 3D structure	Mineralocorticoid receptor	P08235	Humans	Predicted (SEA)	Prediction Confidence Score 0.251 Applicability Domain 0.295 Low confidence Statistical Significance 0.0098 Supporting Reference Compounds 74 E-value 76.2144
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	Prediction Confidence Score 0.241 Applicability Domain 0.319 Statistical Significance 0.2161 Supporting Reference Compounds 451 E-value 1682.48
Click to view 3D structure	Glucocorticoid receptor	P06536	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.295 Low confidence Statistical Significance 0.0024 Supporting Reference Compounds 26 E-value 18.606
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	Prediction Confidence Score 0.236 Applicability Domain 0.295 Low confidence Statistical Significance 0.7084 Supporting Reference Compounds 1538 E-value 5514.84
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	Prediction Confidence Score 0.233 Applicability Domain 0.295 Low confidence Statistical Significance 0.7046 Supporting Reference Compounds 1245 E-value 5484.94
Click to view 3D structure	Cytochrome P450 2C8	P10632	Humans	Predicted (SEA)	Prediction Confidence Score 0.232 Applicability Domain 0.295 Low confidence Statistical Significance 0.263 Supporting Reference Compounds 305 E-value 2047.12
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	Prediction Confidence Score 0.224 Applicability Domain 0.243 Low confidence Statistical Significance 0.157 Supporting Reference Compounds 174 E-value 1222.31
Click to view 3D structure	Bile salt export pump	O95342	Humans	Predicted (SEA)	Prediction Confidence Score 0.218 Applicability Domain 0.243 Low confidence Statistical Significance 0.1255 Supporting Reference Compounds 104 E-value 976.696
Click to view 3D structure	Glucocorticoid receptor	P06537	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.217 Applicability Domain 0.238 Low confidence Statistical Significance 0.0017 Supporting Reference Compounds 10 E-value 13.0787
Click to view 3D structure	Aromatase	P11511	Humans	Predicted (SEA)	Prediction Confidence Score 0.217 Applicability Domain 0.239 Low confidence Statistical Significance 0.0995 Supporting Reference Compounds 127 E-value 774.444
Click to view 3D structure	Androgen receptor	P19091	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.216 Applicability Domain 0.244 Low confidence Statistical Significance 0.0102 Supporting Reference Compounds 19 E-value 79.7954
Click to view 3D structure	Steroid 17-alpha-hydroxylase/17,20 lyase	P05093	Humans	Predicted (SEA)	Prediction Confidence Score 0.215 Applicability Domain 0.244 Low confidence Statistical Significance 0.0351 Supporting Reference Compounds 69 E-value 273.329
Click to view 3D structure	Sex hormone-binding globulin	P08689	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.214 Applicability Domain 0.264 Low confidence Statistical Significance 0.0021 Supporting Reference Compounds 2 E-value 16.5819
Click to view 3D structure	Solute carrier family 22 member 3	O88446	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.212 Applicability Domain 0.237 Low confidence Statistical Significance 0.0028 Supporting Reference Compounds 3 E-value 21.7199
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	Prediction Confidence Score 0.21 Applicability Domain 0.247 Low confidence Statistical Significance 0.6228 Supporting Reference Compounds 506 E-value 4848.84
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.451 Applicability Domain 0.655 Statistical Significance 7.30e-04 Supporting Reference Compounds 73 E-value 5.68299
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.451 Applicability Domain 0.655 Statistical Significance 3.00e-04 Supporting Reference Compounds 40 E-value 2.33548
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	Prediction Confidence Score 0.44 Applicability Domain 0.655 Statistical Significance 6.10e-04 Supporting Reference Compounds 33 E-value 4.7488
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Predicted (SEA)	Prediction Confidence Score 0.411 Applicability Domain 0.655 Statistical Significance 0.0019 Supporting Reference Compounds 154 E-value 15.0249
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	Prediction Confidence Score 0.398 Applicability Domain 0.655 Statistical Significance 0.0108 Supporting Reference Compounds 593 E-value 84.3886