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Mestranol

Table of Contents

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 e38f59bd-52d0-4c8c-870a-2b238a7018c2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Estrane steroids
IUPAC Name (8R,9S,13S,14S,17R)-17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C21H26O2/c1-4-21(22)12-10-19-18-7-5-14-13-15(23-3)6-8-16(14)17(18)9-11-20(19,21)2/h1,6,8,13,17-19,22H,5,7,9-12H2,2-3H3/t17-,18-,19+,20+,21+/m1/s1
InChI Key IMSSROKUHAOUJS-MJCUULBUSA-N
Popularity 3,629 references in papers

Physical and Chemical Properties

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Molecular Formula C21H26O2
Molecular Weight 310.40 g/mol
Exact Mass 310.193280068 g/mol
Topological Polar Surface Area (TPSA) 29.50 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.92
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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72-33-3
Menophase
Norquen
Devocin
Ovastol
EE3ME
Ethynylestradiol 3-methyl ether
Mestranolum
3-Methoxyethynylestradiol
EE(sub3)ME
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Mestranol

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 + 0.8289 82.89%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7332 73.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3825 38.25%
OATP1B3 inhibitior + 0.9250 92.50%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9163 91.63%
P-glycoprotein inhibitior - 0.9166 91.66%
P-glycoprotein substrate - 0.7427 74.27%
CYP3A4 substrate + 0.7085 70.85%
CYP2C9 substrate + 1.0000 100.00%
CYP2D6 substrate + 0.3538 35.38%
CYP3A4 inhibition + 0.5232 52.32%
CYP2C9 inhibition - 0.9071 90.71%
CYP2C19 inhibition + 0.7721 77.21%
CYP2D6 inhibition - 0.9334 93.34%
CYP1A2 inhibition + 0.9107 91.07%
CYP2C8 inhibition + 0.9105 91.05%
CYP inhibitory promiscuity - 0.7758 77.58%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) + 0.5400 54.00%
Carcinogenicity (trinary) Danger 0.4712 47.12%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9925 99.25%
Skin irritation - 0.5298 52.98%
Skin corrosion - 0.9042 90.42%
Ames mutagenesis - 0.9900 99.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8995 89.95%
Micronuclear - 0.8600 86.00%
Hepatotoxicity + 0.8250 82.50%
skin sensitisation - 0.8548 85.48%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.9333 93.33%
Acute Oral Toxicity (c) IV 0.6193 61.93%
Estrogen receptor binding + 0.9170 91.70%
Androgen receptor binding + 0.8919 89.19%
Thyroid receptor binding + 0.8494 84.94%
Glucocorticoid receptor binding + 0.8664 86.64%
Aromatase binding + 0.8024 80.24%
PPAR gamma - 0.5707 57.07%
Honey bee toxicity - 0.8189 81.89%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.7000 70.00%
Fish aquatic toxicity + 0.9807 98.07%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

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 98.64% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.13% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.43% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.03% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.97% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.22% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.67% 92.94%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 90.82% 91.03%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 90.56% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 89.82% 97.33%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.68% 93.99%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.50% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.46% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.31% 100.00%
CHEMBL1871 P10275 Androgen Receptor 87.74% 96.43%
CHEMBL5203 P33316 dUTP pyrophosphatase 87.46% 99.18%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.37% 97.25%
CHEMBL3820 P35557 Hexokinase type IV 85.73% 91.96%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.24% 91.07%
CHEMBL2056 P21728 Dopamine D1 receptor 83.85% 91.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.97% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.93% 94.45%
CHEMBL2034 P04150 Glucocorticoid receptor 82.13% 94.82%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.44% 97.14%
CHEMBL3085 P43003 Excitatory amino acid transporter 1 81.22% 94.67%
CHEMBL4208 P20618 Proteasome component C5 81.15% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.53% 85.14%
CHEMBL1907 P15144 Aminopeptidase N 80.17% 93.31%

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.
There are no matching plants.

Cross-Links

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PubChem 6291
LOTUS LTS0157550
wikiData Q904308