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

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 be7cebce-e965-4848-9cde-f3f52cc8db48
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (5R,9S,10R,13R,14S,17R)-3,5-dihydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H46O3/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24(29)27(30)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-23,28,30H,6-16H2,1-5H3/t18-,19?,20?,21-,22+,23+,25-,26-,27+/m1/s1
InChI Key SJZZRXMQSAXCFD-KOBKNYFCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H46O3
Molecular Weight 418.70 g/mol
Exact Mass 418.34469533 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 7.00
Atomic LogP (AlogP) 5.76
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9910 99.10%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7030 70.30%
OATP2B1 inhibitior - 0.5802 58.02%
OATP1B1 inhibitior + 0.9156 91.56%
OATP1B3 inhibitior + 0.9607 96.07%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7501 75.01%
P-glycoprotein inhibitior - 0.6832 68.32%
P-glycoprotein substrate + 0.6587 65.87%
CYP3A4 substrate + 0.7500 75.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7791 77.91%
CYP3A4 inhibition - 0.8656 86.56%
CYP2C9 inhibition - 0.7020 70.20%
CYP2C19 inhibition - 0.7916 79.16%
CYP2D6 inhibition - 0.9655 96.55%
CYP1A2 inhibition - 0.7958 79.58%
CYP2C8 inhibition - 0.7331 73.31%
CYP inhibitory promiscuity - 0.8950 89.50%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6841 68.41%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9477 94.77%
Skin irritation + 0.6108 61.08%
Skin corrosion - 0.9264 92.64%
Ames mutagenesis - 0.5554 55.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4186 41.86%
Micronuclear - 0.9800 98.00%
Hepatotoxicity - 0.6060 60.60%
skin sensitisation - 0.7276 72.76%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7846 78.46%
Acute Oral Toxicity (c) III 0.4554 45.54%
Estrogen receptor binding + 0.8489 84.89%
Androgen receptor binding + 0.7981 79.81%
Thyroid receptor binding + 0.6550 65.50%
Glucocorticoid receptor binding + 0.7865 78.65%
Aromatase binding + 0.6367 63.67%
PPAR gamma - 0.6053 60.53%
Honey bee toxicity - 0.8035 80.35%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9552 95.52%

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 96.15% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.47% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.31% 82.69%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 94.16% 90.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.99% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.75% 91.11%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.95% 85.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.16% 100.00%
CHEMBL4302 P08183 P-glycoprotein 1 91.14% 92.98%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.07% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.64% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.54% 93.56%
CHEMBL299 P17252 Protein kinase C alpha 87.68% 98.03%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.60% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 86.72% 94.75%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.39% 93.04%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.30% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 85.06% 90.17%
CHEMBL1871 P10275 Androgen Receptor 84.97% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.78% 95.56%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 84.39% 95.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.99% 90.08%
CHEMBL1907 P15144 Aminopeptidase N 80.57% 93.31%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.38% 98.33%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 80.22% 85.11%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.08% 92.62%

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 163062474
LOTUS LTS0219815
wikiData Q105254683