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(3S,5R,6R,8S,9S,10R,13R,14S,17R)-10-(hydroxymethyl)-13-methyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6-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 e10d98c4-f903-41d5-8a55-f2296712176a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (3S,5R,6R,8S,9S,10R,13R,14S,17R)-10-(hydroxymethyl)-13-methyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H48O4/c1-17(2)18(3)6-7-19(4)22-8-9-23-21-14-25(31)28(32)15-20(30)10-13-27(28,16-29)24(21)11-12-26(22,23)5/h17,19-25,29-32H,3,6-16H2,1-2,4-5H3/t19-,20+,21+,22-,23+,24+,25-,26-,27+,28+/m1/s1
InChI Key YHXSSRWVHUDCDJ-GUNASTJBSA-N
Popularity 4 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 6.40
Atomic LogP (AlogP) 4.69
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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SCHEMBL3339051

2D Structure

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2D Structure of (3S,5R,6R,8S,9S,10R,13R,14S,17R)-10-(hydroxymethyl)-13-methyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9643 96.43%
Caco-2 - 0.7226 72.26%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.5645 56.45%
OATP2B1 inhibitior - 0.5778 57.78%
OATP1B1 inhibitior + 0.8543 85.43%
OATP1B3 inhibitior + 0.8851 88.51%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6717 67.17%
BSEP inhibitior + 0.7461 74.61%
P-glycoprotein inhibitior - 0.6387 63.87%
P-glycoprotein substrate + 0.5731 57.31%
CYP3A4 substrate + 0.7330 73.30%
CYP2C9 substrate - 0.7657 76.57%
CYP2D6 substrate - 0.7779 77.79%
CYP3A4 inhibition - 0.9064 90.64%
CYP2C9 inhibition - 0.8270 82.70%
CYP2C19 inhibition - 0.8741 87.41%
CYP2D6 inhibition - 0.9398 93.98%
CYP1A2 inhibition - 0.9058 90.58%
CYP2C8 inhibition - 0.6164 61.64%
CYP inhibitory promiscuity - 0.8995 89.95%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7434 74.34%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9384 93.84%
Skin irritation - 0.5190 51.90%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis - 0.6015 60.15%
Human Ether-a-go-go-Related Gene inhibition + 0.7249 72.49%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.6126 61.26%
skin sensitisation - 0.8378 83.78%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7820 78.20%
Acute Oral Toxicity (c) III 0.4921 49.21%
Estrogen receptor binding + 0.6931 69.31%
Androgen receptor binding + 0.7943 79.43%
Thyroid receptor binding + 0.6316 63.16%
Glucocorticoid receptor binding + 0.7317 73.17%
Aromatase binding + 0.6624 66.24%
PPAR gamma + 0.5520 55.20%
Honey bee toxicity - 0.6617 66.17%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9839 98.39%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.44% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.42% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.93% 96.61%
CHEMBL299 P17252 Protein kinase C alpha 95.21% 98.03%
CHEMBL226 P30542 Adenosine A1 receptor 94.78% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.42% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.89% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 91.69% 97.79%
CHEMBL221 P23219 Cyclooxygenase-1 91.61% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.61% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.41% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.46% 82.69%
CHEMBL1871 P10275 Androgen Receptor 90.28% 96.43%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.84% 95.89%
CHEMBL237 P41145 Kappa opioid receptor 89.82% 98.10%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 89.42% 89.05%
CHEMBL3837 P07711 Cathepsin L 88.15% 96.61%
CHEMBL2094135 Q96BI3 Gamma-secretase 85.80% 98.05%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 85.52% 87.16%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.51% 95.50%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 85.32% 96.03%
CHEMBL2581 P07339 Cathepsin D 85.21% 98.95%
CHEMBL204 P00734 Thrombin 85.19% 96.01%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.41% 92.62%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 84.22% 99.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.94% 96.21%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.88% 96.47%
CHEMBL242 Q92731 Estrogen receptor beta 81.99% 98.35%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.98% 92.88%
CHEMBL3055 P50613 Cyclin-dependent kinase 7 81.76% 81.88%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 81.23% 98.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.89% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.60% 96.95%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.42% 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 11408280
LOTUS LTS0246970
wikiData Q105348661