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[17-(6-acetyloxy-2-hydroxy-6-methyl-3-oxohept-4-en-2-yl)-2-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-16-yl] octadeca-9,12-dienoate

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 0d2952e9-eb86-43ac-ac5f-908406c784e3
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name [17-(6-acetyloxy-2-hydroxy-6-methyl-3-oxohept-4-en-2-yl)-2-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-16-yl] octadeca-9,12-dienoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C50H76O9/c1-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-42(55)58-38-32-47(7)39-28-27-35-36(31-37(52)44(56)46(35,5)6)49(39,9)41(54)33-48(47,8)43(38)50(10,57)40(53)29-30-45(3,4)59-34(2)51/h15-16,18-19,27,29-30,36-39,43,52,57H,11-14,17,20-26,28,31-33H2,1-10H3
InChI Key OSJDDAGOQYPSIQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C50H76O9
Molecular Weight 821.10 g/mol
Exact Mass 820.54893400 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 9.50
Atomic LogP (AlogP) 9.86
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [17-(6-acetyloxy-2-hydroxy-6-methyl-3-oxohept-4-en-2-yl)-2-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-16-yl] octadeca-9,12-dienoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9934 99.34%
Caco-2 - 0.8423 84.23%
Blood Brain Barrier + 0.9250 92.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7901 79.01%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7684 76.84%
OATP1B3 inhibitior + 0.9037 90.37%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9913 99.13%
P-glycoprotein inhibitior + 0.7746 77.46%
P-glycoprotein substrate + 0.7140 71.40%
CYP3A4 substrate + 0.7392 73.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9083 90.83%
CYP3A4 inhibition - 0.5784 57.84%
CYP2C9 inhibition - 0.8473 84.73%
CYP2C19 inhibition - 0.8701 87.01%
CYP2D6 inhibition - 0.9183 91.83%
CYP1A2 inhibition - 0.8806 88.06%
CYP2C8 inhibition + 0.7662 76.62%
CYP inhibitory promiscuity - 0.8188 81.88%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6224 62.24%
Eye corrosion - 0.9938 99.38%
Eye irritation - 0.9071 90.71%
Skin irritation + 0.7871 78.71%
Skin corrosion - 0.9460 94.60%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3881 38.81%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5699 56.99%
skin sensitisation - 0.8253 82.53%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.6226 62.26%
Acute Oral Toxicity (c) I 0.4571 45.71%
Estrogen receptor binding + 0.8071 80.71%
Androgen receptor binding + 0.7581 75.81%
Thyroid receptor binding + 0.5965 59.65%
Glucocorticoid receptor binding + 0.7969 79.69%
Aromatase binding + 0.6294 62.94%
PPAR gamma + 0.7699 76.99%
Honey bee toxicity - 0.7250 72.50%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.7700 77.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL2581 P07339 Cathepsin D 98.88% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.43% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 97.93% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.78% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.12% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 96.88% 97.79%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 96.06% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.03% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 94.25% 90.17%
CHEMBL1902 P62942 FK506-binding protein 1A 93.78% 97.05%
CHEMBL299 P17252 Protein kinase C alpha 93.77% 98.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.70% 97.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 91.56% 97.29%
CHEMBL217 P14416 Dopamine D2 receptor 91.28% 95.62%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 90.54% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 90.31% 97.21%
CHEMBL5255 O00206 Toll-like receptor 4 89.37% 92.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.69% 93.56%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 88.19% 92.08%
CHEMBL340 P08684 Cytochrome P450 3A4 87.63% 91.19%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.39% 89.34%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.48% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.43% 99.23%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 86.32% 91.03%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.46% 92.86%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.70% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.23% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.95% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.30% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.09% 94.62%

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 163015557
LOTUS LTS0094774
wikiData Q104193696