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[(3S,4aR,6aS,6bR,8aR,12aR,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a-dodecahydropicen-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-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 9ac79652-f891-422e-8ddb-822ec17720f5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,4aR,6aS,6bR,8aR,12aR,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a-dodecahydropicen-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1(CCC2(CCC3(C(=CC=C4C3(CCC5C4(CCC(C5(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)O)C)C)C2C1)C)C)C
SMILES (Isomeric) C[C@@]12CC[C@@]3(C(=CC=C4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OC(=O)/C=C/C6=CC(=C(C=C6)O)O)C)C)[C@@H]1CC(CC2)(C)C)C
InChI InChI=1S/C39H54O4/c1-34(2)19-20-36(5)21-22-38(7)26(27(36)24-34)11-13-31-37(6)17-16-32(35(3,4)30(37)15-18-39(31,38)8)43-33(42)14-10-25-9-12-28(40)29(41)23-25/h9-14,23,27,30,32,40-41H,15-22,24H2,1-8H3/b14-10+/t27-,30-,32-,36+,37-,38+,39+/m0/s1
InChI Key AOZDPCOPAMZROC-NKQBQCPUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H54O4
Molecular Weight 586.80 g/mol
Exact Mass 586.40221020 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 10.80
Atomic LogP (AlogP) 9.76
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4aR,6aS,6bR,8aR,12aR,14bS)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a-dodecahydropicen-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-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 + 0.9942 99.42%
Caco-2 - 0.7755 77.55%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8687 86.87%
OATP2B1 inhibitior - 0.7133 71.33%
OATP1B1 inhibitior + 0.8823 88.23%
OATP1B3 inhibitior + 0.9032 90.32%
MATE1 inhibitior - 0.5200 52.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9910 99.10%
P-glycoprotein inhibitior + 0.8283 82.83%
P-glycoprotein substrate - 0.6865 68.65%
CYP3A4 substrate + 0.6961 69.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8726 87.26%
CYP3A4 inhibition - 0.7941 79.41%
CYP2C9 inhibition - 0.7170 71.70%
CYP2C19 inhibition - 0.5555 55.55%
CYP2D6 inhibition - 0.8847 88.47%
CYP1A2 inhibition + 0.6360 63.60%
CYP2C8 inhibition + 0.7399 73.99%
CYP inhibitory promiscuity - 0.8616 86.16%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9243 92.43%
Carcinogenicity (trinary) Non-required 0.6195 61.95%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9288 92.88%
Skin irritation - 0.6133 61.33%
Skin corrosion - 0.9612 96.12%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8018 80.18%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.7065 70.65%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.8013 80.13%
Acute Oral Toxicity (c) IV 0.4973 49.73%
Estrogen receptor binding + 0.7837 78.37%
Androgen receptor binding + 0.7979 79.79%
Thyroid receptor binding + 0.6593 65.93%
Glucocorticoid receptor binding + 0.8371 83.71%
Aromatase binding + 0.7355 73.55%
PPAR gamma + 0.6967 69.67%
Honey bee toxicity - 0.6844 68.44%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5445 54.45%
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 99.54% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.08% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 95.62% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.58% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.49% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.43% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.20% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.01% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.24% 86.33%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 89.24% 91.03%
CHEMBL3194 P02766 Transthyretin 88.23% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.80% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.87% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.05% 91.07%
CHEMBL2581 P07339 Cathepsin D 83.89% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 83.19% 91.19%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 83.02% 94.78%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.45% 99.15%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.95% 96.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.27% 90.24%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.29% 91.71%

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.
Celastrus hypoleucus

Cross-Links

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PubChem 163188839
LOTUS LTS0123243
wikiData Q104916094