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[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2-(16-acetyloxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl)-6-methyl-5-methylideneheptanoate

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 dfc51750-f5ea-4bd8-9949-933f27d15110
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2-(16-acetyloxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl)-6-methyl-5-methylideneheptanoate
SMILES (Canonical) CC(C)C(=C)CCC(C1C(CC2(C1(CC=C3C2=CCC4C3(CCC(=O)C4(C)C)C)C)C)OC(=O)C)C(=O)OC5C(C(C(C(O5)CO)O)O)O
SMILES (Isomeric) CC(C)C(=C)CCC(C1C(CC2(C1(CC=C3C2=CCC4C3(CCC(=O)C4(C)C)C)C)C)OC(=O)C)C(=O)OC5C(C(C(C(O5)CO)O)O)O
InChI InChI=1S/C39H58O10/c1-20(2)21(3)10-11-23(34(46)49-35-33(45)32(44)31(43)27(19-40)48-35)30-26(47-22(4)41)18-39(9)25-12-13-28-36(5,6)29(42)15-16-37(28,7)24(25)14-17-38(30,39)8/h12,14,20,23,26-28,30-33,35,40,43-45H,3,10-11,13,15-19H2,1-2,4-9H3
InChI Key IKPJJKUNGRXSOG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H58O10
Molecular Weight 686.90 g/mol
Exact Mass 686.40299804 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.57
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2-(16-acetyloxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl)-6-methyl-5-methylideneheptanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8455 84.55%
Caco-2 - 0.8305 83.05%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8658 86.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8438 84.38%
OATP1B3 inhibitior - 0.2899 28.99%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5058 50.58%
BSEP inhibitior + 0.7214 72.14%
P-glycoprotein inhibitior + 0.7709 77.09%
P-glycoprotein substrate + 0.5083 50.83%
CYP3A4 substrate + 0.7162 71.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8742 87.42%
CYP3A4 inhibition - 0.7781 77.81%
CYP2C9 inhibition - 0.7544 75.44%
CYP2C19 inhibition - 0.8772 87.72%
CYP2D6 inhibition - 0.9428 94.28%
CYP1A2 inhibition - 0.7852 78.52%
CYP2C8 inhibition + 0.6479 64.79%
CYP inhibitory promiscuity - 0.8951 89.51%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7071 70.71%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9179 91.79%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9390 93.90%
Ames mutagenesis - 0.7254 72.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3653 36.53%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7444 74.44%
skin sensitisation - 0.9084 90.84%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.6471 64.71%
Acute Oral Toxicity (c) III 0.7190 71.90%
Estrogen receptor binding + 0.7606 76.06%
Androgen receptor binding + 0.7285 72.85%
Thyroid receptor binding - 0.4946 49.46%
Glucocorticoid receptor binding + 0.7310 73.10%
Aromatase binding + 0.6899 68.99%
PPAR gamma + 0.6904 69.04%
Honey bee toxicity - 0.6364 63.64%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9915 99.15%

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 99.49% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.07% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.74% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 95.36% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.75% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.04% 97.25%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.08% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.54% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.66% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.15% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.47% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 84.85% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.35% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.91% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.64% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.40% 99.23%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.54% 90.08%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.96% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.71% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.47% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 80.03% 90.17%

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.
Capsicum annuum

Cross-Links

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PubChem 72788825
LOTUS LTS0166372
wikiData Q104920923