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(3S,5S,6S,8S,9R,10S,13R,17R)-17-[(E,2R,5S,6R)-7-[(2S,3S,4R,5S,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,16,17-dodecahydrocyclopenta[a]phenanthrene-3,6,8-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 d032c1fd-f495-4a8d-823f-b5ba4837622d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (3S,5S,6S,8S,9R,10S,13R,17R)-17-[(E,2R,5S,6R)-7-[(2S,3S,4R,5S,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,16,17-dodecahydrocyclopenta[a]phenanthrene-3,6,8-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H58O9/c1-19(21(3)18-43-32-30(40)31(42-6)29(39)26(17-36)44-32)7-8-20(2)23-9-10-27-33(23,4)14-12-28-34(5)13-11-22(37)15-24(34)25(38)16-35(27,28)41/h7-8,10,19-26,28-32,36-41H,9,11-18H2,1-6H3/b8-7+/t19-,20+,21-,22-,23+,24+,25-,26-,28+,29-,30-,31+,32-,33+,34-,35+/m0/s1
InChI Key CBHABDORHMKDPL-SIIKNIDSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C35H58O9
Molecular Weight 622.80 g/mol
Exact Mass 622.40808342 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.95
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,6S,8S,9R,10S,13R,17R)-17-[(E,2R,5S,6R)-7-[(2S,3S,4R,5S,6S)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,16,17-dodecahydrocyclopenta[a]phenanthrene-3,6,8-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8495 84.95%
Caco-2 - 0.8445 84.45%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6541 65.41%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8123 81.23%
OATP1B3 inhibitior + 0.9045 90.45%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6791 67.91%
P-glycoprotein inhibitior + 0.6670 66.70%
P-glycoprotein substrate + 0.6195 61.95%
CYP3A4 substrate + 0.7300 73.00%
CYP2C9 substrate - 0.8007 80.07%
CYP2D6 substrate - 0.8405 84.05%
CYP3A4 inhibition - 0.9121 91.21%
CYP2C9 inhibition - 0.9056 90.56%
CYP2C19 inhibition - 0.8749 87.49%
CYP2D6 inhibition - 0.9379 93.79%
CYP1A2 inhibition - 0.8730 87.30%
CYP2C8 inhibition + 0.6227 62.27%
CYP inhibitory promiscuity - 0.8915 89.15%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6647 66.47%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9289 92.89%
Skin irritation - 0.5736 57.36%
Skin corrosion - 0.9478 94.78%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7132 71.32%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6347 63.47%
skin sensitisation - 0.9198 91.98%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7578 75.78%
Acute Oral Toxicity (c) III 0.4101 41.01%
Estrogen receptor binding + 0.7452 74.52%
Androgen receptor binding + 0.7331 73.31%
Thyroid receptor binding - 0.5083 50.83%
Glucocorticoid receptor binding + 0.6574 65.74%
Aromatase binding + 0.6382 63.82%
PPAR gamma + 0.6583 65.83%
Honey bee toxicity - 0.6959 69.59%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8288 82.88%

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 98.97% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 98.05% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.95% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.22% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.72% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.79% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.05% 95.89%
CHEMBL2581 P07339 Cathepsin D 90.04% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.54% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.45% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.11% 97.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.63% 96.61%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.21% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.85% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.25% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.71% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.30% 89.00%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.11% 95.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.48% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.88% 95.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.73% 96.00%
CHEMBL204 P00734 Thrombin 80.56% 96.01%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.40% 92.62%

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.
Printzia polifolia

Cross-Links

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PubChem 163032942
LOTUS LTS0249459
wikiData Q105370579