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(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2S,3R)-1,2,3,6-tetrahydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-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 f01cbd79-924c-4524-ba86-43a6eabcf617
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
IUPAC Name (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2S,3R)-1,2,3,6-tetrahydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H44O8/c1-23(2,33)8-7-22(32)26(34,14-28)21-6-10-27(35)16-11-18(29)17-12-19(30)20(31)13-24(17,3)15(16)5-9-25(21,27)4/h11,15,17,19-22,28,30-35H,5-10,12-14H2,1-4H3/t15-,17-,19+,20-,21-,22+,24+,25+,26+,27+/m0/s1
InChI Key UYDQOOHBGRAEBT-YPVLXUMRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O8
Molecular Weight 496.60 g/mol
Exact Mass 496.30361836 g/mol
Topological Polar Surface Area (TPSA) 159.00 Ų
XlogP -0.60
Atomic LogP (AlogP) 0.83
H-Bond Acceptor 8
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2S,3R)-1,2,3,6-tetrahydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-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 + 0.9837 98.37%
Caco-2 - 0.6305 63.05%
Blood Brain Barrier + 0.7491 74.91%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8178 81.78%
OATP2B1 inhibitior - 0.7178 71.78%
OATP1B1 inhibitior + 0.9147 91.47%
OATP1B3 inhibitior + 0.8343 83.43%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6335 63.35%
BSEP inhibitior + 0.7240 72.40%
P-glycoprotein inhibitior - 0.6456 64.56%
P-glycoprotein substrate + 0.5648 56.48%
CYP3A4 substrate + 0.6867 68.67%
CYP2C9 substrate - 0.8204 82.04%
CYP2D6 substrate - 0.8901 89.01%
CYP3A4 inhibition - 0.9288 92.88%
CYP2C9 inhibition - 0.8348 83.48%
CYP2C19 inhibition - 0.8887 88.87%
CYP2D6 inhibition - 0.9452 94.52%
CYP1A2 inhibition - 0.9152 91.52%
CYP2C8 inhibition - 0.6765 67.65%
CYP inhibitory promiscuity - 0.9177 91.77%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7228 72.28%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9419 94.19%
Skin irritation + 0.5386 53.86%
Skin corrosion - 0.9530 95.30%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6461 64.61%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.6653 66.53%
skin sensitisation - 0.8820 88.20%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8474 84.74%
Acute Oral Toxicity (c) III 0.7665 76.65%
Estrogen receptor binding + 0.8048 80.48%
Androgen receptor binding + 0.7578 75.78%
Thyroid receptor binding + 0.5853 58.53%
Glucocorticoid receptor binding + 0.7400 74.00%
Aromatase binding + 0.6893 68.93%
PPAR gamma - 0.5159 51.59%
Honey bee toxicity - 0.8327 83.27%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9789 97.89%

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 99.34% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.29% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.24% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.06% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.87% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.29% 82.69%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.30% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.08% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.95% 98.95%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 91.65% 94.78%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.10% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.19% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.16% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.68% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 85.74% 90.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.61% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 83.13% 95.93%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.52% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.39% 86.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.10% 93.04%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.58% 96.90%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.55% 100.00%

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.
Froelichia floridana

Cross-Links

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PubChem 163070332
LOTUS LTS0011001
wikiData Q105281330