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(3S,8R,9S,10S,13R,14S,15R,17R)-10-(hydroxymethyl)-13-methyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,15-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 150e61c1-9ead-4261-bd11-ce32ce3af486
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (3S,8R,9S,10S,13R,14S,15R,17R)-10-(hydroxymethyl)-13-methyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,15-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H46O3/c1-17(2)18(3)6-7-19(4)24-15-25(31)26-22-9-8-20-14-21(30)10-13-28(20,16-29)23(22)11-12-27(24,26)5/h8,17,19,21-26,29-31H,3,6-7,9-16H2,1-2,4-5H3/t19-,21+,22-,23+,24-,25-,26-,27-,28-/m1/s1
InChI Key JSEAJCNRSAABLM-DXXKCEMVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H46O3
Molecular Weight 430.70 g/mol
Exact Mass 430.34469533 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 6.10
Atomic LogP (AlogP) 5.50
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9957 99.57%
Caco-2 - 0.5719 57.19%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.6179 61.79%
OATP2B1 inhibitior - 0.7197 71.97%
OATP1B1 inhibitior + 0.8610 86.10%
OATP1B3 inhibitior + 0.9579 95.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5676 56.76%
BSEP inhibitior + 0.7403 74.03%
P-glycoprotein inhibitior - 0.6278 62.78%
P-glycoprotein substrate + 0.6707 67.07%
CYP3A4 substrate + 0.7161 71.61%
CYP2C9 substrate - 0.6284 62.84%
CYP2D6 substrate - 0.7222 72.22%
CYP3A4 inhibition - 0.8083 80.83%
CYP2C9 inhibition - 0.8972 89.72%
CYP2C19 inhibition - 0.9203 92.03%
CYP2D6 inhibition - 0.9286 92.86%
CYP1A2 inhibition - 0.9362 93.62%
CYP2C8 inhibition + 0.6004 60.04%
CYP inhibitory promiscuity - 0.6852 68.52%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6706 67.06%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9675 96.75%
Skin irritation - 0.5738 57.38%
Skin corrosion - 0.9571 95.71%
Ames mutagenesis - 0.8122 81.22%
Human Ether-a-go-go-Related Gene inhibition + 0.7502 75.02%
Micronuclear - 0.9100 91.00%
Hepatotoxicity + 0.5532 55.32%
skin sensitisation - 0.7400 74.00%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8006 80.06%
Acute Oral Toxicity (c) III 0.7295 72.95%
Estrogen receptor binding + 0.8024 80.24%
Androgen receptor binding + 0.7672 76.72%
Thyroid receptor binding + 0.6654 66.54%
Glucocorticoid receptor binding + 0.7756 77.56%
Aromatase binding + 0.5932 59.32%
PPAR gamma + 0.5681 56.81%
Honey bee toxicity - 0.6660 66.60%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9900 99.00%

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 98.93% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.58% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.96% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 93.89% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.49% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.48% 98.95%
CHEMBL237 P41145 Kappa opioid receptor 92.47% 98.10%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 92.02% 87.16%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.76% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.41% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.37% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.68% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 90.28% 95.93%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 90.20% 89.05%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.49% 96.61%
CHEMBL221 P23219 Cyclooxygenase-1 87.79% 90.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.74% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.89% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.32% 93.56%
CHEMBL299 P17252 Protein kinase C alpha 85.14% 98.03%
CHEMBL3055 P50613 Cyclin-dependent kinase 7 83.83% 81.88%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.58% 92.62%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.98% 98.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.73% 89.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.65% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.35% 86.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.13% 93.04%
CHEMBL3045 P05771 Protein kinase C beta 80.06% 97.63%

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 10622549
LOTUS LTS0164983
wikiData Q105134292