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(8R,9S,10R,13R,14S,17S)-13-(hydroxymethyl)-17-[(2S)-2-hydroxy-6-methylheptan-2-yl]-10-methyl-7,8,9,11,12,14,15,17-octahydro-6H-cyclopenta[a]phenanthrene-3,16-dione

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 21117cd7-e1f4-48fa-ac96-c68c4aaf9b69
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (8R,9S,10R,13R,14S,17S)-13-(hydroxymethyl)-17-[(2S)-2-hydroxy-6-methylheptan-2-yl]-10-methyl-7,8,9,11,12,14,15,17-octahydro-6H-cyclopenta[a]phenanthrene-3,16-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H40O4/c1-17(2)6-5-11-26(4,31)24-23(30)15-22-20-8-7-18-14-19(29)9-12-25(18,3)21(20)10-13-27(22,24)16-28/h9,12,14,17,20-22,24,28,31H,5-8,10-11,13,15-16H2,1-4H3/t20-,21+,22+,24-,25+,26+,27-/m1/s1
InChI Key HYVXADHHWJJRCX-HIKPHUAPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H40O4
Molecular Weight 428.60 g/mol
Exact Mass 428.29265975 g/mol
Topological Polar Surface Area (TPSA) 74.60 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.64
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (8R,9S,10R,13R,14S,17S)-13-(hydroxymethyl)-17-[(2S)-2-hydroxy-6-methylheptan-2-yl]-10-methyl-7,8,9,11,12,14,15,17-octahydro-6H-cyclopenta[a]phenanthrene-3,16-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9952 99.52%
Caco-2 - 0.5874 58.74%
Blood Brain Barrier + 0.7274 72.74%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.8658 86.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8707 87.07%
OATP1B3 inhibitior + 0.9221 92.21%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.6181 61.81%
BSEP inhibitior + 0.9446 94.46%
P-glycoprotein inhibitior + 0.5999 59.99%
P-glycoprotein substrate + 0.5708 57.08%
CYP3A4 substrate + 0.7298 72.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9068 90.68%
CYP3A4 inhibition - 0.8010 80.10%
CYP2C9 inhibition - 0.8767 87.67%
CYP2C19 inhibition - 0.9404 94.04%
CYP2D6 inhibition - 0.9553 95.53%
CYP1A2 inhibition - 0.9318 93.18%
CYP2C8 inhibition + 0.5852 58.52%
CYP inhibitory promiscuity - 0.8778 87.78%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6708 67.08%
Eye corrosion - 0.9933 99.33%
Eye irritation - 0.9752 97.52%
Skin irritation + 0.5837 58.37%
Skin corrosion - 0.9584 95.84%
Ames mutagenesis - 0.6729 67.29%
Human Ether-a-go-go-Related Gene inhibition + 0.6673 66.73%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7789 77.89%
skin sensitisation - 0.8743 87.43%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.9161 91.61%
Acute Oral Toxicity (c) III 0.6657 66.57%
Estrogen receptor binding + 0.8833 88.33%
Androgen receptor binding + 0.8507 85.07%
Thyroid receptor binding + 0.6034 60.34%
Glucocorticoid receptor binding + 0.8605 86.05%
Aromatase binding + 0.7591 75.91%
PPAR gamma + 0.5558 55.58%
Honey bee toxicity - 0.8521 85.21%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9903 99.03%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.78% 97.25%
CHEMBL2581 P07339 Cathepsin D 98.06% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.71% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.58% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 96.08% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.18% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 94.39% 94.75%
CHEMBL2996 Q05655 Protein kinase C delta 94.32% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.75% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.79% 95.56%
CHEMBL1871 P10275 Androgen Receptor 90.18% 96.43%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.67% 96.61%
CHEMBL299 P17252 Protein kinase C alpha 89.38% 98.03%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.24% 93.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.53% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.83% 90.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.97% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.48% 89.05%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.96% 93.99%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.42% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.31% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.81% 89.00%
CHEMBL4581 P52732 Kinesin-like protein 1 81.95% 93.18%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.52% 90.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.43% 82.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.25% 95.89%
CHEMBL237 P41145 Kappa opioid receptor 81.22% 98.10%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.06% 97.29%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.77% 90.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.76% 86.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.00% 92.88%

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 21602075
LOTUS LTS0175613
wikiData Q105035497