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[(3R,8S,9S,10R,13R,14S,17R)-17-[(2R)-6-ethyl-5-methylideneoctan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (9E,17E)-18-bromooctadeca-9,17-dien-7,15-diynoate

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 5d78194b-bd83-4636-8739-7a5711c7eaf7
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
IUPAC Name [(3R,8S,9S,10R,13R,14S,17R)-17-[(2R)-6-ethyl-5-methylideneoctan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (9E,17E)-18-bromooctadeca-9,17-dien-7,15-diynoate
SMILES (Canonical) CCC(CC)C(=C)CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)CCCCCC#CC=CCCCCC#CC=CBr)C)C
SMILES (Isomeric) CCC(CC)C(=C)CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@H](C4)OC(=O)CCCCCC#C/C=C/CCCCC#C/C=C/Br)C)C
InChI InChI=1S/C48H71BrO2/c1-7-39(8-2)37(3)25-26-38(4)43-29-30-44-42-28-27-40-36-41(31-33-47(40,5)45(42)32-34-48(43,44)6)51-46(50)24-22-20-18-16-14-12-10-9-11-13-15-17-19-21-23-35-49/h9-10,23,27,35,38-39,41-45H,3,7-8,11,13,15-18,20,22,24-26,28-34,36H2,1-2,4-6H3/b10-9+,35-23+/t38-,41-,42+,43-,44+,45+,47+,48-/m1/s1
InChI Key OGACQKIAHFIJBZ-CZGSTBIKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H71BrO2
Molecular Weight 760.00 g/mol
Exact Mass 758.46374 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 16.20
Atomic LogP (AlogP) 13.87
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,8S,9S,10R,13R,14S,17R)-17-[(2R)-6-ethyl-5-methylideneoctan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (9E,17E)-18-bromooctadeca-9,17-dien-7,15-diynoate

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 - 0.8447 84.47%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.4603 46.03%
OATP2B1 inhibitior - 0.5719 57.19%
OATP1B1 inhibitior + 0.8318 83.18%
OATP1B3 inhibitior + 0.9203 92.03%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9380 93.80%
P-glycoprotein inhibitior + 0.7588 75.88%
P-glycoprotein substrate + 0.7189 71.89%
CYP3A4 substrate + 0.7613 76.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8772 87.72%
CYP3A4 inhibition + 0.5878 58.78%
CYP2C9 inhibition - 0.6944 69.44%
CYP2C19 inhibition + 0.7014 70.14%
CYP2D6 inhibition - 0.9022 90.22%
CYP1A2 inhibition - 0.8352 83.52%
CYP2C8 inhibition + 0.7866 78.66%
CYP inhibitory promiscuity - 0.5305 53.05%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8421 84.21%
Carcinogenicity (trinary) Non-required 0.5283 52.83%
Eye corrosion - 0.9825 98.25%
Eye irritation - 0.9090 90.90%
Skin irritation - 0.5714 57.14%
Skin corrosion - 0.9607 96.07%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6841 68.41%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5854 58.54%
skin sensitisation - 0.6015 60.15%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.8733 87.33%
Acute Oral Toxicity (c) III 0.7748 77.48%
Estrogen receptor binding + 0.7803 78.03%
Androgen receptor binding + 0.7415 74.15%
Thyroid receptor binding - 0.5610 56.10%
Glucocorticoid receptor binding + 0.7017 70.17%
Aromatase binding + 0.6301 63.01%
PPAR gamma + 0.6158 61.58%
Honey bee toxicity - 0.6665 66.65%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.7024 70.24%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.40% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.56% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.45% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.39% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.07% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 95.70% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.30% 96.38%
CHEMBL221 P23219 Cyclooxygenase-1 94.93% 90.17%
CHEMBL325 Q13547 Histone deacetylase 1 94.51% 95.92%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.02% 97.25%
CHEMBL1871 P10275 Androgen Receptor 92.89% 96.43%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.39% 93.56%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 91.22% 94.08%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.64% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 90.61% 89.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.48% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.17% 97.09%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 89.19% 94.97%
CHEMBL5255 O00206 Toll-like receptor 4 88.43% 92.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.29% 96.47%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 88.07% 92.95%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 87.72% 97.50%
CHEMBL233 P35372 Mu opioid receptor 87.64% 97.93%
CHEMBL202 P00374 Dihydrofolate reductase 87.24% 89.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.84% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.73% 85.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.53% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.48% 89.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.35% 92.88%
CHEMBL321 P14780 Matrix metalloproteinase 9 84.31% 92.12%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.26% 94.62%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.74% 100.00%
CHEMBL4072 P07858 Cathepsin B 83.70% 93.67%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.76% 94.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.75% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.34% 93.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.33% 91.07%
CHEMBL1829 O15379 Histone deacetylase 3 81.61% 95.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.45% 96.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.11% 90.71%
CHEMBL340 P08684 Cytochrome P450 3A4 81.06% 91.19%
CHEMBL238 Q01959 Dopamine transporter 81.00% 95.88%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.55% 95.71%
CHEMBL5028 O14672 ADAM10 80.34% 97.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162923776
LOTUS LTS0153045
wikiData Q105191491