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[(3S,8S,9S,10R,11R,12S,13S,14S,16R,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-3,12,16-trihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate

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 4fa709fc-419f-426d-984b-6d3f4082b374
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name [(3S,8S,9S,10R,11R,12S,13S,14S,16R,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-3,12,16-trihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H50O5/c1-16(2)17(3)8-9-18(4)25-24(33)15-23-22-11-10-20-14-21(32)12-13-29(20,6)26(22)27(35-19(5)31)28(34)30(23,25)7/h10,16-18,21-28,32-34H,8-9,11-15H2,1-7H3/t17-,18-,21+,22+,23+,24-,25+,26-,27-,28-,29+,30+/m1/s1
InChI Key WINQDQSWJYMIPD-INZSIQFMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O5
Molecular Weight 490.70 g/mol
Exact Mass 490.36582469 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.12
H-Bond Acceptor 5
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,8S,9S,10R,11R,12S,13S,14S,16R,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-3,12,16-trihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9939 99.39%
Caco-2 - 0.6400 64.00%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8551 85.51%
OATP2B1 inhibitior - 0.7184 71.84%
OATP1B1 inhibitior + 0.8798 87.98%
OATP1B3 inhibitior - 0.2998 29.98%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7254 72.54%
P-glycoprotein inhibitior - 0.4526 45.26%
P-glycoprotein substrate + 0.6352 63.52%
CYP3A4 substrate + 0.7233 72.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8465 84.65%
CYP3A4 inhibition - 0.8231 82.31%
CYP2C9 inhibition - 0.8281 82.81%
CYP2C19 inhibition - 0.8592 85.92%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.8969 89.69%
CYP2C8 inhibition + 0.4596 45.96%
CYP inhibitory promiscuity - 0.8113 81.13%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6883 68.83%
Eye corrosion - 0.9951 99.51%
Eye irritation - 0.9450 94.50%
Skin irritation + 0.7047 70.47%
Skin corrosion - 0.9593 95.93%
Ames mutagenesis - 0.8378 83.78%
Human Ether-a-go-go-Related Gene inhibition - 0.4385 43.85%
Micronuclear - 0.7900 79.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.7551 75.51%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6718 67.18%
Acute Oral Toxicity (c) III 0.4304 43.04%
Estrogen receptor binding + 0.6446 64.46%
Androgen receptor binding + 0.7204 72.04%
Thyroid receptor binding - 0.5173 51.73%
Glucocorticoid receptor binding + 0.6487 64.87%
Aromatase binding + 0.5745 57.45%
PPAR gamma + 0.5351 53.51%
Honey bee toxicity - 0.6354 63.54%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9962 99.62%

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 99.31% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.36% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.56% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.96% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.93% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 90.37% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.67% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.51% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.26% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.50% 85.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.06% 93.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.72% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.02% 94.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.89% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 83.69% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.62% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.35% 89.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.07% 89.05%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.72% 94.97%
CHEMBL2996 Q05655 Protein kinase C delta 81.83% 97.79%
CHEMBL5028 O14672 ADAM10 81.39% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.72% 86.33%

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 162911911
LOTUS LTS0099320
wikiData Q105306382