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(8R,9S,10S,13S,14S,17R)-17-[(2R,5R)-5-acetyloxy-5-ethyl-6-methylhept-6-en-2-yl]-10-methyl-3-oxo-8,9,11,12,14,15,16,17-octahydrocyclopenta[a]phenanthrene-13-carboxylic acid

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 d0fb9d73-a01d-4d6f-84c2-02fa82f1ec4b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (8R,9S,10S,13S,14S,17R)-17-[(2R,5R)-5-acetyloxy-5-ethyl-6-methylhept-6-en-2-yl]-10-methyl-3-oxo-8,9,11,12,14,15,16,17-octahydrocyclopenta[a]phenanthrene-13-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H42O5/c1-7-30(19(2)3,36-21(5)32)16-12-20(4)25-10-11-27-24-9-8-22-18-23(33)13-15-29(22,6)26(24)14-17-31(25,27)28(34)35/h8-9,13,15,18,20,24-27H,2,7,10-12,14,16-17H2,1,3-6H3,(H,34,35)/t20-,24-,25-,26+,27+,29-,30-,31+/m1/s1
InChI Key JFWKHVJJUMJZAN-WKSDPVEFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H42O5
Molecular Weight 494.70 g/mol
Exact Mass 494.30322444 g/mol
Topological Polar Surface Area (TPSA) 80.70 Ų
XlogP 6.70
Atomic LogP (AlogP) 6.46
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (8R,9S,10S,13S,14S,17R)-17-[(2R,5R)-5-acetyloxy-5-ethyl-6-methylhept-6-en-2-yl]-10-methyl-3-oxo-8,9,11,12,14,15,16,17-octahydrocyclopenta[a]phenanthrene-13-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9950 99.50%
Caco-2 - 0.7120 71.20%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7956 79.56%
OATP2B1 inhibitior - 0.8591 85.91%
OATP1B1 inhibitior + 0.7830 78.30%
OATP1B3 inhibitior - 0.2247 22.47%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9766 97.66%
P-glycoprotein inhibitior + 0.7954 79.54%
P-glycoprotein substrate + 0.6470 64.70%
CYP3A4 substrate + 0.7241 72.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9161 91.61%
CYP3A4 inhibition - 0.5981 59.81%
CYP2C9 inhibition - 0.8681 86.81%
CYP2C19 inhibition - 0.8292 82.92%
CYP2D6 inhibition - 0.9281 92.81%
CYP1A2 inhibition - 0.8202 82.02%
CYP2C8 inhibition + 0.6073 60.73%
CYP inhibitory promiscuity - 0.7719 77.19%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6593 65.93%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.9595 95.95%
Skin irritation + 0.6694 66.94%
Skin corrosion - 0.9532 95.32%
Ames mutagenesis - 0.6354 63.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7422 74.22%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5898 58.98%
skin sensitisation - 0.8091 80.91%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7100 71.00%
Acute Oral Toxicity (c) III 0.6393 63.93%
Estrogen receptor binding + 0.7915 79.15%
Androgen receptor binding + 0.8129 81.29%
Thyroid receptor binding + 0.5456 54.56%
Glucocorticoid receptor binding + 0.8653 86.53%
Aromatase binding + 0.7579 75.79%
PPAR gamma + 0.6244 62.44%
Honey bee toxicity - 0.7851 78.51%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5550 55.50%
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 98.34% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.24% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.54% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.89% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.54% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 93.78% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.41% 97.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 90.00% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.74% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.53% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.47% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.27% 90.71%
CHEMBL340 P08684 Cytochrome P450 3A4 87.01% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.94% 85.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.84% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.88% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.48% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.89% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.11% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.88% 95.89%
CHEMBL5028 O14672 ADAM10 82.56% 97.50%
CHEMBL332 P03956 Matrix metalloproteinase-1 81.29% 94.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.91% 93.56%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.56% 89.05%

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 163045794
LOTUS LTS0013287
wikiData Q105127089