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(3S,5R,6R,9S,10R,13R,14R,17R)-17-[(E,2R,5S)-5,6-dimethylhept-3-en-2-yl]-6-methoxy-10,13-dimethyl-1,2,3,4,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,5-diol

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 3bcb6a86-128d-4dcc-b14b-b9c4c631c930
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (3S,5R,6R,9S,10R,13R,14R,17R)-17-[(E,2R,5S)-5,6-dimethylhept-3-en-2-yl]-6-methoxy-10,13-dimethyl-1,2,3,4,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,5-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H48O3/c1-18(2)19(3)8-9-20(4)23-10-11-24-22-16-26(32-7)29(31)17-21(30)12-15-28(29,6)25(22)13-14-27(23,24)5/h8-9,16,18-21,23-26,30-31H,10-15,17H2,1-7H3/b9-8+/t19-,20-,21+,23-,24+,25+,26-,27-,28-,29+/m1/s1
InChI Key GQVCGTRDXSDAHC-HDFQMVTHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H48O3
Molecular Weight 444.70 g/mol
Exact Mass 444.36034539 g/mol
Topological Polar Surface Area (TPSA) 49.70 Ų
XlogP 6.10
Atomic LogP (AlogP) 6.15
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5R,6R,9S,10R,13R,14R,17R)-17-[(E,2R,5S)-5,6-dimethylhept-3-en-2-yl]-6-methoxy-10,13-dimethyl-1,2,3,4,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,5-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9930 99.30%
Caco-2 - 0.5195 51.95%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6374 63.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7584 75.84%
OATP1B3 inhibitior + 0.9365 93.65%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.5808 58.08%
P-glycoprotein inhibitior - 0.5528 55.28%
P-glycoprotein substrate - 0.5783 57.83%
CYP3A4 substrate + 0.6826 68.26%
CYP2C9 substrate - 0.7713 77.13%
CYP2D6 substrate - 0.7662 76.62%
CYP3A4 inhibition - 0.8845 88.45%
CYP2C9 inhibition - 0.6578 65.78%
CYP2C19 inhibition - 0.6037 60.37%
CYP2D6 inhibition - 0.9279 92.79%
CYP1A2 inhibition - 0.7185 71.85%
CYP2C8 inhibition - 0.6522 65.22%
CYP inhibitory promiscuity - 0.7615 76.15%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5661 56.61%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9646 96.46%
Skin irritation + 0.4918 49.18%
Skin corrosion - 0.9390 93.90%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4158 41.58%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6792 67.92%
skin sensitisation - 0.7536 75.36%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.7977 79.77%
Acute Oral Toxicity (c) I 0.4134 41.34%
Estrogen receptor binding + 0.8344 83.44%
Androgen receptor binding + 0.6382 63.82%
Thyroid receptor binding + 0.6792 67.92%
Glucocorticoid receptor binding + 0.7388 73.88%
Aromatase binding - 0.4909 49.09%
PPAR gamma + 0.5346 53.46%
Honey bee toxicity - 0.7514 75.14%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9666 96.66%

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 97.26% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 97.18% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.47% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.70% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.64% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 92.57% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.13% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 90.01% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.74% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.51% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.03% 97.14%
CHEMBL226 P30542 Adenosine A1 receptor 86.40% 95.93%
CHEMBL2581 P07339 Cathepsin D 86.38% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.06% 91.07%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 83.28% 95.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.46% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.92% 93.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.81% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.77% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.16% 86.33%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.87% 94.23%

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 14159791
LOTUS LTS0040633
wikiData Q105015590