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(5S,10R,13S,16S,17R)-16-hydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,4,5,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6-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 565d11ec-5e73-4bed-88fd-041af62c772b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (5S,10R,13S,16S,17R)-16-hydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,4,5,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6-dione
SMILES (Canonical) CC(C)CCCC(C)C1C(CC2C1(CCC3C2CC(=O)C4C3(CCC(=O)C4)C)C)O
SMILES (Isomeric) C[C@H](CCCC(C)C)[C@H]1[C@H](CC2[C@@]1(CCC3C2CC(=O)[C@@H]4[C@@]3(CCC(=O)C4)C)C)O
InChI InChI=1S/C27H44O3/c1-16(2)7-6-8-17(3)25-24(30)15-21-19-14-23(29)22-13-18(28)9-11-26(22,4)20(19)10-12-27(21,25)5/h16-17,19-22,24-25,30H,6-15H2,1-5H3/t17-,19?,20?,21?,22-,24+,25+,26-,27+/m1/s1
InChI Key VQABOPQARYUTHF-QDRUZERLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O3
Molecular Weight 416.60 g/mol
Exact Mass 416.32904526 g/mol
Topological Polar Surface Area (TPSA) 54.40 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.83
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9954 99.54%
Caco-2 - 0.5438 54.38%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7936 79.36%
OATP2B1 inhibitior - 0.7171 71.71%
OATP1B1 inhibitior + 0.9185 91.85%
OATP1B3 inhibitior + 0.9742 97.42%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.7658 76.58%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.5527 55.27%
CYP3A4 substrate + 0.6985 69.85%
CYP2C9 substrate - 0.8408 84.08%
CYP2D6 substrate - 0.7400 74.00%
CYP3A4 inhibition - 0.8445 84.45%
CYP2C9 inhibition - 0.8319 83.19%
CYP2C19 inhibition - 0.9473 94.73%
CYP2D6 inhibition - 0.9681 96.81%
CYP1A2 inhibition - 0.9600 96.00%
CYP2C8 inhibition - 0.8123 81.23%
CYP inhibitory promiscuity - 0.9327 93.27%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7185 71.85%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9535 95.35%
Skin irritation + 0.6476 64.76%
Skin corrosion - 0.9110 91.10%
Ames mutagenesis - 0.7548 75.48%
Human Ether-a-go-go-Related Gene inhibition - 0.5662 56.62%
Micronuclear - 0.9800 98.00%
Hepatotoxicity + 0.5411 54.11%
skin sensitisation - 0.6381 63.81%
Respiratory toxicity + 0.9333 93.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.9190 91.90%
Acute Oral Toxicity (c) III 0.5293 52.93%
Estrogen receptor binding + 0.7528 75.28%
Androgen receptor binding + 0.7064 70.64%
Thyroid receptor binding + 0.6639 66.39%
Glucocorticoid receptor binding + 0.7715 77.15%
Aromatase binding + 0.5614 56.14%
PPAR gamma - 0.5430 54.30%
Honey bee toxicity - 0.7782 77.82%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9793 97.93%

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 97.50% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.81% 97.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 96.77% 95.58%
CHEMBL2179 P04062 Beta-glucocerebrosidase 96.36% 85.31%
CHEMBL2581 P07339 Cathepsin D 94.55% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.27% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.74% 91.11%
CHEMBL1902 P62942 FK506-binding protein 1A 89.81% 97.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.76% 100.00%
CHEMBL3837 P07711 Cathepsin L 89.27% 96.61%
CHEMBL299 P17252 Protein kinase C alpha 89.21% 98.03%
CHEMBL237 P41145 Kappa opioid receptor 89.04% 98.10%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.94% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.54% 96.38%
CHEMBL1871 P10275 Androgen Receptor 88.37% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.33% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 87.08% 97.79%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.36% 93.56%
CHEMBL226 P30542 Adenosine A1 receptor 86.12% 95.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.97% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.93% 90.71%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 84.55% 85.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.53% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 83.39% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.31% 85.14%
CHEMBL1937 Q92769 Histone deacetylase 2 82.48% 94.75%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.06% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.37% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.08% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.00% 90.08%
CHEMBL2514 O95665 Neurotensin receptor 2 80.13% 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.
There are no matching plants.

Cross-Links

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PubChem 21775937
LOTUS LTS0001621
wikiData Q105291134