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[(3S,8S,9R,10R,13S,14S,17S)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] benzoate

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 b6b1f331-736d-4189-b0e0-9271d9be48dc
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
IUPAC Name [(3S,8S,9R,10R,13S,14S,17S)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] benzoate
SMILES (Canonical) CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)C5=CC=CC=C5)C)C
SMILES (Isomeric) C[C@H](CC[C@@H](C)C(C)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)C5=CC=CC=C5)C)C
InChI InChI=1S/C35H52O2/c1-23(2)24(3)12-13-25(4)30-16-17-31-29-15-14-27-22-28(37-33(36)26-10-8-7-9-11-26)18-20-34(27,5)32(29)19-21-35(30,31)6/h7-11,14,23-25,28-32H,12-13,15-22H2,1-6H3/t24-,25-,28+,29+,30+,31+,32-,34+,35+/m1/s1
InChI Key XGRNHARTLDHAGL-XHFBIRIMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H52O2
Molecular Weight 504.80 g/mol
Exact Mass 504.396730897 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 11.00
Atomic LogP (AlogP) 9.50
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8S,9R,10R,13S,14S,17S)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] benzoate

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 - 0.7033 70.33%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6271 62.71%
OATP2B1 inhibitior - 0.7174 71.74%
OATP1B1 inhibitior + 0.9142 91.42%
OATP1B3 inhibitior - 0.5295 52.95%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9860 98.60%
P-glycoprotein inhibitior + 0.7972 79.72%
P-glycoprotein substrate + 0.5382 53.82%
CYP3A4 substrate + 0.7421 74.21%
CYP2C9 substrate - 0.8226 82.26%
CYP2D6 substrate - 0.8278 82.78%
CYP3A4 inhibition - 0.7279 72.79%
CYP2C9 inhibition - 0.8542 85.42%
CYP2C19 inhibition + 0.8531 85.31%
CYP2D6 inhibition - 0.9199 91.99%
CYP1A2 inhibition - 0.8551 85.51%
CYP2C8 inhibition + 0.6349 63.49%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5114 51.14%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9553 95.53%
Skin irritation - 0.5467 54.67%
Skin corrosion - 0.9839 98.39%
Ames mutagenesis - 0.8800 88.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8685 86.85%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5604 56.04%
skin sensitisation - 0.5300 53.00%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8062 80.62%
Acute Oral Toxicity (c) III 0.8034 80.34%
Estrogen receptor binding + 0.8577 85.77%
Androgen receptor binding + 0.7255 72.55%
Thyroid receptor binding + 0.5932 59.32%
Glucocorticoid receptor binding + 0.7362 73.62%
Aromatase binding + 0.5932 59.32%
PPAR gamma + 0.6378 63.78%
Honey bee toxicity - 0.7900 79.00%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.6045 60.45%
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
CHEMBL240 Q12809 HERG 99.25% 89.76%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.91% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.77% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.59% 90.17%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 93.35% 94.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.26% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.96% 94.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.32% 95.89%
CHEMBL5028 O14672 ADAM10 88.17% 97.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.20% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.20% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.05% 97.25%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.36% 94.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.93% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.05% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.90% 100.00%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 84.77% 94.97%
CHEMBL226 P30542 Adenosine A1 receptor 82.04% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.87% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.51% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.27% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.22% 93.04%

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.
Prunus mahaleb

Cross-Links

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PubChem 162902452
LOTUS LTS0068175
wikiData Q105327776