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Methyl 5a-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-9-hydroxy-5b,8,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

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 bb1697df-66d2-4910-8ca5-36a1190c3f93
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl 5a-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-9-hydroxy-5b,8,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)COC(=O)C=CC6=CC(=C(C=C6)O)O)C)(C)C)O)C)C(=O)OC
SMILES (Isomeric) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)COC(=O)C=CC6=CC(=C(C=C6)O)O)C)(C)C)O)C)C(=O)OC
InChI InChI=1S/C40H56O7/c1-24(2)26-14-19-39(35(45)46-7)20-21-40(23-47-33(44)13-9-25-8-11-28(41)29(42)22-25)27(34(26)39)10-12-31-37(5)17-16-32(43)36(3,4)30(37)15-18-38(31,40)6/h8-9,11,13,22,26-27,30-32,34,41-43H,1,10,12,14-21,23H2,2-7H3
InChI Key SDHJQTVVRKHROZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H56O7
Molecular Weight 648.90 g/mol
Exact Mass 648.40260412 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 9.10
Atomic LogP (AlogP) 7.83
H-Bond Acceptor 7
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 Methyl 5a-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-9-hydroxy-5b,8,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9877 98.77%
Caco-2 - 0.8333 83.33%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8776 87.76%
OATP2B1 inhibitior - 0.5695 56.95%
OATP1B1 inhibitior + 0.8610 86.10%
OATP1B3 inhibitior + 0.8220 82.20%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8542 85.42%
BSEP inhibitior + 0.9831 98.31%
P-glycoprotein inhibitior + 0.7359 73.59%
P-glycoprotein substrate + 0.5460 54.60%
CYP3A4 substrate + 0.7244 72.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8641 86.41%
CYP3A4 inhibition - 0.5985 59.85%
CYP2C9 inhibition - 0.5513 55.13%
CYP2C19 inhibition - 0.6428 64.28%
CYP2D6 inhibition - 0.9154 91.54%
CYP1A2 inhibition + 0.5861 58.61%
CYP2C8 inhibition + 0.8281 82.81%
CYP inhibitory promiscuity - 0.8631 86.31%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.7061 70.61%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9165 91.65%
Skin irritation - 0.6451 64.51%
Skin corrosion - 0.9509 95.09%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6981 69.81%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8458 84.58%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.9623 96.23%
Acute Oral Toxicity (c) III 0.4576 45.76%
Estrogen receptor binding + 0.7528 75.28%
Androgen receptor binding + 0.8302 83.02%
Thyroid receptor binding + 0.5319 53.19%
Glucocorticoid receptor binding + 0.7770 77.70%
Aromatase binding + 0.7149 71.49%
PPAR gamma + 0.7579 75.79%
Honey bee toxicity - 0.6432 64.32%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5261 52.61%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.70% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.25% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.10% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.23% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.14% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.24% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 90.88% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.30% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 89.86% 91.49%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.49% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.57% 95.89%
CHEMBL233 P35372 Mu opioid receptor 87.08% 97.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.32% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.29% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.64% 91.19%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.60% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.29% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.61% 92.62%
CHEMBL5028 O14672 ADAM10 83.49% 97.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.19% 97.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.54% 96.90%
CHEMBL2996 Q05655 Protein kinase C delta 80.89% 97.79%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.40% 94.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.07% 99.17%

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.
Durio zibethinus

Cross-Links

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PubChem 73236923
LOTUS LTS0134352
wikiData Q105271162