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[(3S,5S,8R,9R,10S,13R,14R,17S)-8,10,14-trimethyl-17-(6-methylhepta-1,5-dien-2-yl)-1,2,3,4,5,6,7,9,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl] acetate

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 49438139-b26a-4e57-966d-9536305ae060
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
IUPAC Name [(3S,5S,8R,9R,10S,13R,14R,17S)-8,10,14-trimethyl-17-(6-methylhepta-1,5-dien-2-yl)-1,2,3,4,5,6,7,9,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl] acetate
SMILES (Canonical) CC(=CCCC(=C)C1CCC2(C1CCC3C2(CCC4C3(CCC(C4)OC(=O)C)C)C)C)C
SMILES (Isomeric) CC(=CCCC(=C)[C@H]1CC[C@@]2([C@@H]1CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4)OC(=O)C)C)C)C)C
InChI InChI=1S/C30H48O2/c1-20(2)9-8-10-21(3)25-15-18-29(6)26(25)11-12-27-28(5)16-14-24(32-22(4)31)19-23(28)13-17-30(27,29)7/h9,23-27H,3,8,10-19H2,1-2,4-7H3/t23-,24-,25+,26+,27+,28-,29+,30+/m0/s1
InChI Key XCTNIQRWNJZGMX-ZENBVETJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O2
Molecular Weight 440.70 g/mol
Exact Mass 440.365430770 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 9.70
Atomic LogP (AlogP) 8.27
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5S,8R,9R,10S,13R,14R,17S)-8,10,14-trimethyl-17-(6-methylhepta-1,5-dien-2-yl)-1,2,3,4,5,6,7,9,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl] acetate

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 - 0.5398 53.98%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6179 61.79%
OATP2B1 inhibitior - 0.7121 71.21%
OATP1B1 inhibitior + 0.8735 87.35%
OATP1B3 inhibitior - 0.7148 71.48%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8930 89.30%
P-glycoprotein inhibitior + 0.7170 71.70%
P-glycoprotein substrate - 0.8085 80.85%
CYP3A4 substrate + 0.7270 72.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.7614 76.14%
CYP2C9 inhibition - 0.8955 89.55%
CYP2C19 inhibition + 0.6759 67.59%
CYP2D6 inhibition - 0.9515 95.15%
CYP1A2 inhibition - 0.8873 88.73%
CYP2C8 inhibition + 0.4641 46.41%
CYP inhibitory promiscuity - 0.6792 67.92%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5238 52.38%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9019 90.19%
Skin irritation + 0.5227 52.27%
Skin corrosion - 0.9822 98.22%
Ames mutagenesis - 0.7237 72.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8391 83.91%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.7253 72.53%
skin sensitisation + 0.6342 63.42%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.5217 52.17%
Acute Oral Toxicity (c) III 0.7714 77.14%
Estrogen receptor binding + 0.7590 75.90%
Androgen receptor binding + 0.7189 71.89%
Thyroid receptor binding + 0.6359 63.59%
Glucocorticoid receptor binding + 0.8040 80.40%
Aromatase binding + 0.8052 80.52%
PPAR gamma + 0.6802 68.02%
Honey bee toxicity - 0.6288 62.88%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.99% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.52% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.80% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.13% 96.95%
CHEMBL233 P35372 Mu opioid receptor 90.68% 97.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.20% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.61% 97.25%
CHEMBL4302 P08183 P-glycoprotein 1 89.00% 92.98%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.12% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.80% 94.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.38% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.13% 99.17%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 85.09% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 85.03% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.50% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.34% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.96% 91.24%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.11% 94.33%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.60% 82.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.47% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.37% 91.07%
CHEMBL5028 O14672 ADAM10 81.28% 97.50%
CHEMBL2581 P07339 Cathepsin D 81.14% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 81.11% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.97% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.28% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.23% 86.33%

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.
Dittrichia viscosa subsp. viscosa

Cross-Links

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PubChem 162941412
LOTUS LTS0268047
wikiData Q105325404