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(3S,5S,6S,8R,9S,10R,13R,14S,15R,17R)-17-[(E,2S,5R)-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,6,15-triol

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 ca8d8d68-73b3-4767-b2c4-d0e862b0567e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (3S,5S,6S,8R,9S,10R,13R,14S,15R,17R)-17-[(E,2S,5R)-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,6,15-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H48O4/c1-16(2)18(15-29)7-6-17(3)22-14-25(32)26-20-13-24(31)23-12-19(30)8-10-27(23,4)21(20)9-11-28(22,26)5/h6-7,16-26,29-32H,8-15H2,1-5H3/b7-6+/t17-,18+,19-,20+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1
InChI Key OPELMUKUWKWTPN-IBLVBOBTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H48O4
Molecular Weight 448.70 g/mol
Exact Mass 448.35526001 g/mol
Topological Polar Surface Area (TPSA) 80.90 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.40
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,6S,8R,9S,10R,13R,14S,15R,17R)-17-[(E,2S,5R)-5-(hydroxymethyl)-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,6,15-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9929 99.29%
Caco-2 - 0.6680 66.80%
Blood Brain Barrier - 0.5115 51.15%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.6580 65.80%
OATP2B1 inhibitior - 0.5786 57.86%
OATP1B1 inhibitior + 0.8546 85.46%
OATP1B3 inhibitior + 0.9321 93.21%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6176 61.76%
BSEP inhibitior - 0.6311 63.11%
P-glycoprotein inhibitior - 0.6214 62.14%
P-glycoprotein substrate - 0.5191 51.91%
CYP3A4 substrate + 0.6878 68.78%
CYP2C9 substrate - 0.8001 80.01%
CYP2D6 substrate - 0.7448 74.48%
CYP3A4 inhibition - 0.7120 71.20%
CYP2C9 inhibition - 0.9051 90.51%
CYP2C19 inhibition - 0.9341 93.41%
CYP2D6 inhibition - 0.9602 96.02%
CYP1A2 inhibition - 0.8768 87.68%
CYP2C8 inhibition - 0.6636 66.36%
CYP inhibitory promiscuity - 0.8029 80.29%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.7472 74.72%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9590 95.90%
Skin irritation - 0.5671 56.71%
Skin corrosion - 0.9679 96.79%
Ames mutagenesis - 0.7422 74.22%
Human Ether-a-go-go-Related Gene inhibition - 0.4248 42.48%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.5437 54.37%
skin sensitisation - 0.7839 78.39%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8380 83.80%
Acute Oral Toxicity (c) III 0.7333 73.33%
Estrogen receptor binding + 0.7598 75.98%
Androgen receptor binding + 0.6766 67.66%
Thyroid receptor binding + 0.5416 54.16%
Glucocorticoid receptor binding + 0.6342 63.42%
Aromatase binding + 0.5429 54.29%
PPAR gamma + 0.5289 52.89%
Honey bee toxicity - 0.7156 71.56%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9740 97.40%

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 98.12% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.49% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.77% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.68% 94.45%
CHEMBL237 P41145 Kappa opioid receptor 90.28% 98.10%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.28% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.26% 82.69%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 88.12% 95.58%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.95% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 87.70% 95.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.21% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.64% 95.89%
CHEMBL268 P43235 Cathepsin K 84.40% 96.85%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.06% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.76% 100.00%
CHEMBL2581 P07339 Cathepsin D 83.75% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.27% 91.11%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 82.00% 97.23%
CHEMBL221 P23219 Cyclooxygenase-1 81.90% 90.17%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.33% 92.86%
CHEMBL236 P41143 Delta opioid receptor 81.19% 99.35%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 80.49% 97.31%
CHEMBL1937 Q92769 Histone deacetylase 2 80.43% 94.75%
CHEMBL238 Q01959 Dopamine transporter 80.26% 95.88%

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 162973034
LOTUS LTS0013697
wikiData Q105196018