Ethinylestradiol

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	629b93be-2fe0-4e71-81ed-950d2f4b6a43
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Estrane steroids > Estrogens and derivatives
IUPAC Name	(8R,9S,13S,14S,17R)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI	InChI=1S/C20H24O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21-22H,4,6,8-11H2,2H3/t16-,17-,18+,19+,20+/m1/s1
InChI Key	BFPYWIDHMRZLRN-SLHNCBLASA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₂₄O₂
Molecular Weight	296.40 g/mol
Exact Mass	296.177630004 g/mol
Topological Polar Surface Area (TPSA)	40.50 Å²
XlogP	3.70
Atomic LogP (AlogP)	3.61
H-Bond Acceptor	2
H-Bond Donor	2
Rotatable Bonds	0

Synonyms

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Ethynylestradiol

57-63-6

Ethynyl estradiol

ETHINYLESTRADIOL

Ethinyloestradiol

17-Ethinylestradiol

Estinyl

Ginestrene

17alpha-Ethynylestradiol

Amenoron

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8459	84.59%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.7148	71.48%
OATP2B1 inhibitior	-	0.8750	87.50%
OATP1B1 inhibitior	-	0.7739	77.39%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5732	57.32%
P-glycoprotein inhibitior	-	0.9527	95.27%
P-glycoprotein substrate	-	0.5637	56.37%
CYP3A4 substrate	+	0.7349	73.49%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	-	0.6979	69.79%
CYP3A4 inhibition	+	0.5224	52.24%
CYP2C9 inhibition	-	0.9186	91.86%
CYP2C19 inhibition	-	0.6641	66.41%
CYP2D6 inhibition	-	0.9506	95.06%
CYP1A2 inhibition	+	0.8941	89.41%
CYP2C8 inhibition	+	0.9817	98.17%
CYP inhibitory promiscuity	-	0.6776	67.76%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	+	0.6300	63.00%
Carcinogenicity (trinary)	Danger	0.7454	74.54%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9909	99.09%
Skin irritation	+	0.5388	53.88%
Skin corrosion	-	0.8730	87.30%
Ames mutagenesis	-	1.0000	100.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8422	84.22%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.9500	95.00%
skin sensitisation	-	0.8295	82.95%
Respiratory toxicity	+	0.9444	94.44%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.9294	92.94%
Acute Oral Toxicity (c)	III	0.8082	80.82%
Estrogen receptor binding	+	0.9115	91.15%
Androgen receptor binding	+	0.8988	89.88%
Thyroid receptor binding	+	0.8663	86.63%
Glucocorticoid receptor binding	+	0.8397	83.97%
Aromatase binding	+	0.7926	79.26%
PPAR gamma	+	0.5498	54.98%
Honey bee toxicity	-	0.8721	87.21%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7900	79.00%
Fish aquatic toxicity	+	0.9886	98.86%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL206	P03372	Estrogen receptor alpha	0.23 nM 2 nM	Ki IC50	via Super-PRED via Super-PRED
CHEMBL242	Q92731	Estrogen receptor beta	0.025 nM 8.1 nM	Ki IC50	via Super-PRED via Super-PRED
CHEMBL3305	P04278	Testis-specific androgen-binding protein	154.88 nM	Kd	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	99.13%	89.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.93%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.93%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.63%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.55%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.49%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.40%	97.25%
CHEMBL2034	P04150	Glucocorticoid receptor	89.47%	94.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.67%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.23%	95.89%
CHEMBL238	Q01959	Dopamine transporter	88.13%	95.88%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.74%	97.33%
CHEMBL2581	P07339	Cathepsin D	87.67%	98.95%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	87.22%	96.42%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.01%	93.40%
CHEMBL217	P14416	Dopamine D2 receptor	86.90%	95.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.91%	89.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.36%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.37%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.09%	92.94%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	83.06%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	81.57%	95.38%
CHEMBL1871	P10275	Androgen Receptor	81.43%	96.43%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.47%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.21%	85.14%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Artemisia salsoloides

Clinopodium gilliesii

Clinopodium grandiflorum

Clinopodium nepeta subsp. spruneri

Clinopodium serpyllifolium subsp. fruticosum

Eucalyptus bridgesiana