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[(2R,3R,5S,9S,10R,13R,14S,17S)-3,5,14-trihydroxy-10,13-dimethyl-6-oxo-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-2-yl] (E)-3-phenylprop-2-enoate

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 96122f38-61ab-42e6-9000-39324fa5583b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
IUPAC Name [(2R,3R,5S,9S,10R,13R,14S,17S)-3,5,14-trihydroxy-10,13-dimethyl-6-oxo-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-2-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H50O9/c1-31(2,41)16-15-28(38)34(5,42)27-14-18-35(43)24-19-29(39)36(44)20-25(37)26(21-33(36,4)23(24)13-17-32(27,35)3)45-30(40)12-11-22-9-7-6-8-10-22/h6-12,19,23,25-28,37-38,41-44H,13-18,20-21H2,1-5H3/b12-11+/t23-,25-,26-,27+,28-,32-,33-,34-,35-,36-/m1/s1
InChI Key IALQUIVFVGRAAS-XUNKJBJISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H50O9
Molecular Weight 626.80 g/mol
Exact Mass 626.34548317 g/mol
Topological Polar Surface Area (TPSA) 165.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.23
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,5S,9S,10R,13R,14S,17S)-3,5,14-trihydroxy-10,13-dimethyl-6-oxo-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-2-yl] (E)-3-phenylprop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9793 97.93%
Caco-2 - 0.8246 82.46%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8285 82.85%
OATP2B1 inhibitior - 0.8573 85.73%
OATP1B1 inhibitior + 0.8808 88.08%
OATP1B3 inhibitior - 0.3704 37.04%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8532 85.32%
BSEP inhibitior + 0.9612 96.12%
P-glycoprotein inhibitior + 0.6870 68.70%
P-glycoprotein substrate + 0.6132 61.32%
CYP3A4 substrate + 0.7166 71.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9006 90.06%
CYP3A4 inhibition - 0.6732 67.32%
CYP2C9 inhibition - 0.6746 67.46%
CYP2C19 inhibition - 0.7099 70.99%
CYP2D6 inhibition - 0.9338 93.38%
CYP1A2 inhibition - 0.7776 77.76%
CYP2C8 inhibition + 0.6623 66.23%
CYP inhibitory promiscuity - 0.8712 87.12%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6945 69.45%
Eye corrosion - 0.9941 99.41%
Eye irritation - 0.9310 93.10%
Skin irritation + 0.5598 55.98%
Skin corrosion - 0.9427 94.27%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8328 83.28%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6319 63.19%
skin sensitisation - 0.8377 83.77%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8943 89.43%
Acute Oral Toxicity (c) I 0.5174 51.74%
Estrogen receptor binding + 0.7770 77.70%
Androgen receptor binding + 0.7890 78.90%
Thyroid receptor binding + 0.5544 55.44%
Glucocorticoid receptor binding + 0.7682 76.82%
Aromatase binding + 0.6333 63.33%
PPAR gamma + 0.6621 66.21%
Honey bee toxicity - 0.7860 78.60%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5500 55.00%
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 99.50% 91.11%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 97.56% 94.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.60% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.26% 95.56%
CHEMBL2581 P07339 Cathepsin D 96.15% 98.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 95.42% 94.62%
CHEMBL221 P23219 Cyclooxygenase-1 93.84% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.54% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.43% 96.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 92.04% 94.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.68% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.45% 96.00%
CHEMBL5028 O14672 ADAM10 87.37% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.50% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.53% 96.47%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.07% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.66% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.03% 91.07%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.46% 85.31%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.00% 89.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.50% 93.99%
CHEMBL4302 P08183 P-glycoprotein 1 82.24% 92.98%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.17% 95.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.27% 93.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.15% 97.25%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.12% 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.
Lepidothamnus intermedius

Cross-Links

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PubChem 163193343
LOTUS LTS0132207
wikiData Q105036187