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[3-[2-[(1R,2S,4aR,4bS,8aS,10aR)-2-(acetyloxymethyl)-2-hydroxy-4b,8,8,10a-tetramethyl-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-1-yl]-1-hydroxyethyl]-5-oxo-2H-furan-2-yl] (E)-3-phenylprop-2-enoate

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 2b4aa76b-913c-40d6-8da6-986f2c33e168
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Cheilanthane sesterterpenoids
IUPAC Name [3-[2-[(1R,2S,4aR,4bS,8aS,10aR)-2-(acetyloxymethyl)-2-hydroxy-4b,8,8,10a-tetramethyl-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-1-yl]-1-hydroxyethyl]-5-oxo-2H-furan-2-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical) CC(=O)OCC1(CCC2C3(CCCC(C3CCC2(C1CC(C4=CC(=O)OC4OC(=O)C=CC5=CC=CC=C5)O)C)(C)C)C)O
SMILES (Isomeric) CC(=O)OC[C@@]1(CC[C@@H]2[C@]3(CCCC([C@@H]3CC[C@]2([C@H]1CC(C4=CC(=O)OC4OC(=O)/C=C/C5=CC=CC=C5)O)C)(C)C)C)O
InChI InChI=1S/C36H48O8/c1-23(37)42-22-36(41)19-15-28-34(4)17-9-16-33(2,3)27(34)14-18-35(28,5)29(36)21-26(38)25-20-31(40)44-32(25)43-30(39)13-12-24-10-7-6-8-11-24/h6-8,10-13,20,26-29,32,38,41H,9,14-19,21-22H2,1-5H3/b13-12+/t26?,27-,28+,29+,32?,34-,35+,36+/m0/s1
InChI Key IMXZIJOCFAKDPZ-LAQTYACCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H48O8
Molecular Weight 608.80 g/mol
Exact Mass 608.33491849 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 5.76
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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DTXSID501099134
172616-89-6
2-Propenoic acid, 3-phenyl-, 3-[2-[2-[(acetyloxy)methyl]tetradecahydro-2-hydroxy-4b,8,8,10a-tetramethyl-1-phenanthrenyl]-1-hydroxyethyl]-2,5-dihydro-5-oxo-2-furanyl ester

2D Structure

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2D Structure of [3-[2-[(1R,2S,4aR,4bS,8aS,10aR)-2-(acetyloxymethyl)-2-hydroxy-4b,8,8,10a-tetramethyl-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-1-yl]-1-hydroxyethyl]-5-oxo-2H-furan-2-yl] (E)-3-phenylprop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9895 98.95%
Caco-2 - 0.8350 83.50%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8425 84.25%
OATP2B1 inhibitior - 0.7146 71.46%
OATP1B1 inhibitior + 0.8181 81.81%
OATP1B3 inhibitior + 0.9015 90.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6189 61.89%
BSEP inhibitior + 0.9874 98.74%
P-glycoprotein inhibitior + 0.7464 74.64%
P-glycoprotein substrate - 0.5174 51.74%
CYP3A4 substrate + 0.7170 71.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9029 90.29%
CYP3A4 inhibition + 0.6167 61.67%
CYP2C9 inhibition - 0.5077 50.77%
CYP2C19 inhibition - 0.7528 75.28%
CYP2D6 inhibition - 0.9127 91.27%
CYP1A2 inhibition - 0.6096 60.96%
CYP2C8 inhibition + 0.7486 74.86%
CYP inhibitory promiscuity - 0.7382 73.82%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5325 53.25%
Eye corrosion - 0.9938 99.38%
Eye irritation - 0.9215 92.15%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9518 95.18%
Ames mutagenesis - 0.6070 60.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7837 78.37%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6549 65.49%
skin sensitisation - 0.8923 89.23%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.8710 87.10%
Acute Oral Toxicity (c) I 0.5470 54.70%
Estrogen receptor binding + 0.8218 82.18%
Androgen receptor binding + 0.7331 73.31%
Thyroid receptor binding + 0.5203 52.03%
Glucocorticoid receptor binding + 0.7887 78.87%
Aromatase binding + 0.7201 72.01%
PPAR gamma + 0.7364 73.64%
Honey bee toxicity - 0.7712 77.12%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9974 99.74%

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 99.60% 91.11%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 96.78% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.41% 95.56%
CHEMBL2581 P07339 Cathepsin D 95.54% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.25% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.44% 96.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 93.19% 94.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.18% 97.09%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 92.16% 94.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.44% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.44% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.23% 82.69%
CHEMBL5028 O14672 ADAM10 89.87% 97.50%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.18% 93.99%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.53% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.47% 99.23%
CHEMBL3524 P56524 Histone deacetylase 4 86.99% 92.97%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.64% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.66% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.39% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.19% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.08% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.36% 94.75%

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.
Cydonia oblonga

Cross-Links

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PubChem 10675219
LOTUS LTS0168235
wikiData Q105115995