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(3S,8S,9S,10R,11R,13R,14S,15R,17R)-3,11,15-trihydroxy-17-[(2R,5R)-5-(2-hydroxyethyl)-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-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 ece54c4e-4d15-44af-9e3b-9885d5d88b13
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (3S,8S,9S,10R,11R,13R,14S,15R,17R)-3,11,15-trihydroxy-17-[(2R,5R)-5-(2-hydroxyethyl)-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-one
SMILES (Canonical) CC(C)C(CCC(C)C1CC(C2C1(CC(C3C2C(=O)C=C4C3(CCC(C4)O)C)O)C)O)CCO
SMILES (Isomeric) C[C@H](CC[C@H](CCO)C(C)C)[C@H]1C[C@H]([C@@H]2[C@@]1(C[C@H]([C@H]3[C@H]2C(=O)C=C4[C@@]3(CC[C@@H](C4)O)C)O)C)O
InChI InChI=1S/C29H48O5/c1-16(2)18(9-11-30)7-6-17(3)21-14-23(33)26-25-22(32)13-19-12-20(31)8-10-28(19,4)27(25)24(34)15-29(21,26)5/h13,16-18,20-21,23-27,30-31,33-34H,6-12,14-15H2,1-5H3/t17-,18-,20+,21-,23-,24-,25+,26+,27+,28+,29-/m1/s1
InChI Key QQEXUEXZMINFCW-ZHVYCVCCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H48O5
Molecular Weight 476.70 g/mol
Exact Mass 476.35017463 g/mol
Topological Polar Surface Area (TPSA) 98.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.12
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9963 99.63%
Caco-2 - 0.6917 69.17%
Blood Brain Barrier + 0.5385 53.85%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.8382 83.82%
OATP2B1 inhibitior - 0.5751 57.51%
OATP1B1 inhibitior + 0.8520 85.20%
OATP1B3 inhibitior + 0.9347 93.47%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.6894 68.94%
BSEP inhibitior + 0.6015 60.15%
P-glycoprotein inhibitior - 0.5218 52.18%
P-glycoprotein substrate + 0.7611 76.11%
CYP3A4 substrate + 0.6927 69.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8777 87.77%
CYP3A4 inhibition - 0.8174 81.74%
CYP2C9 inhibition - 0.8943 89.43%
CYP2C19 inhibition - 0.9544 95.44%
CYP2D6 inhibition - 0.9408 94.08%
CYP1A2 inhibition - 0.9386 93.86%
CYP2C8 inhibition - 0.6192 61.92%
CYP inhibitory promiscuity - 0.7972 79.72%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6911 69.11%
Eye corrosion - 0.9941 99.41%
Eye irritation - 0.9618 96.18%
Skin irritation + 0.5430 54.30%
Skin corrosion - 0.9665 96.65%
Ames mutagenesis - 0.7578 75.78%
Human Ether-a-go-go-Related Gene inhibition - 0.5392 53.92%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6014 60.14%
skin sensitisation - 0.8135 81.35%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.6552 65.52%
Acute Oral Toxicity (c) III 0.8027 80.27%
Estrogen receptor binding + 0.7187 71.87%
Androgen receptor binding + 0.8227 82.27%
Thyroid receptor binding + 0.5340 53.40%
Glucocorticoid receptor binding + 0.6794 67.94%
Aromatase binding + 0.5679 56.79%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7376 73.76%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9877 98.77%

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 97.07% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.99% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 96.93% 95.93%
CHEMBL220 P22303 Acetylcholinesterase 96.23% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.16% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.85% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.34% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.74% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.13% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.88% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.53% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.91% 90.71%
CHEMBL299 P17252 Protein kinase C alpha 85.64% 98.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.42% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.42% 82.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.10% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.90% 86.33%
CHEMBL3242 O43570 Carbonic anhydrase XII 81.68% 97.37%
CHEMBL2996 Q05655 Protein kinase C delta 81.29% 97.79%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 14238091
LOTUS LTS0229446
wikiData Q105225792