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(6R,8R,9S,12R,13R,14S,17R)-17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-6,12,17-triol

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 d5ee5b11-f4b5-4956-9c91-d83377967aea
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Estrane steroids
IUPAC Name (6R,8R,9S,12R,13R,14S,17R)-17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-6,12,17-triol
SMILES (Canonical) CC12C(CCC1(C#C)O)C3CC(C4=C(C3CC2O)C=CC(=C4)OC)O
SMILES (Isomeric) C[C@]12[C@@H](CC[C@]1(C#C)O)[C@@H]3C[C@H](C4=C([C@H]3C[C@H]2O)C=CC(=C4)OC)O
InChI InChI=1S/C21H26O4/c1-4-21(24)8-7-17-15-10-18(22)16-9-12(25-3)5-6-13(16)14(15)11-19(23)20(17,21)2/h1,5-6,9,14-15,17-19,22-24H,7-8,10-11H2,2-3H3/t14-,15-,17+,18-,19-,20-,21+/m1/s1
InChI Key YTRCAZOTWYOCGG-WMANIXGKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H26O4
Molecular Weight 342.40 g/mol
Exact Mass 342.18310931 g/mol
Topological Polar Surface Area (TPSA) 69.90 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.38
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (6R,8R,9S,12R,13R,14S,17R)-17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-6,12,17-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9871 98.71%
Caco-2 - 0.5232 52.32%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.6762 67.62%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8524 85.24%
OATP1B3 inhibitior + 0.9160 91.60%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9321 93.21%
BSEP inhibitior + 0.8340 83.40%
P-glycoprotein inhibitior - 0.9039 90.39%
P-glycoprotein substrate - 0.6138 61.38%
CYP3A4 substrate + 0.7017 70.17%
CYP2C9 substrate + 0.7046 70.46%
CYP2D6 substrate + 0.3754 37.54%
CYP3A4 inhibition - 0.5653 56.53%
CYP2C9 inhibition - 0.8347 83.47%
CYP2C19 inhibition - 0.5390 53.90%
CYP2D6 inhibition - 0.9003 90.03%
CYP1A2 inhibition + 0.7938 79.38%
CYP2C8 inhibition + 0.7662 76.62%
CYP inhibitory promiscuity - 0.7180 71.80%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.6500 65.00%
Carcinogenicity (trinary) Non-required 0.5290 52.90%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9885 98.85%
Skin irritation - 0.6068 60.68%
Skin corrosion - 0.8930 89.30%
Ames mutagenesis - 0.8800 88.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7172 71.72%
Micronuclear - 0.8200 82.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8689 86.89%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8532 85.32%
Acute Oral Toxicity (c) III 0.4489 44.89%
Estrogen receptor binding + 0.9160 91.60%
Androgen receptor binding + 0.8093 80.93%
Thyroid receptor binding + 0.8208 82.08%
Glucocorticoid receptor binding + 0.8564 85.64%
Aromatase binding + 0.7326 73.26%
PPAR gamma - 0.5532 55.32%
Honey bee toxicity - 0.8343 83.43%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.7500 75.00%
Fish aquatic toxicity + 0.9686 96.86%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.66% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.57% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.06% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 95.26% 95.93%
CHEMBL221 P23219 Cyclooxygenase-1 94.28% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.79% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.16% 95.56%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 89.68% 91.03%
CHEMBL1871 P10275 Androgen Receptor 89.61% 96.43%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.57% 92.94%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.89% 92.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.70% 82.69%
CHEMBL4208 P20618 Proteasome component C5 86.61% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.33% 91.07%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.76% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.58% 86.33%
CHEMBL2535 P11166 Glucose transporter 84.09% 98.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.80% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.52% 89.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.50% 100.00%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 80.90% 100.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.84% 93.99%
CHEMBL2243 O00519 Anandamide amidohydrolase 80.79% 97.53%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 80.09% 94.97%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.04% 100.00%

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 11405128
LOTUS LTS0062722
wikiData Q105361886