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[(E)-5-[(1R,2R,3R,4S)-2,4-dimethyl-3-[(3E,7S,8S,11E)-7,8,13-trihydroxy-4,8,12-trimethyltrideca-3,11-dienyl]-7-oxabicyclo[2.2.1]heptan-2-yl]-2-methylpent-2-enyl] acetate

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 f31adb9c-1e0a-4d3a-aeb2-9ab1c474554f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(E)-5-[(1R,2R,3R,4S)-2,4-dimethyl-3-[(3E,7S,8S,11E)-7,8,13-trihydroxy-4,8,12-trimethyltrideca-3,11-dienyl]-7-oxabicyclo[2.2.1]heptan-2-yl]-2-methylpent-2-enyl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H54O6/c1-23(15-16-28(35)31(6,36)19-10-12-24(2)21-33)11-8-14-27-30(5,29-17-20-32(27,7)38-29)18-9-13-25(3)22-37-26(4)34/h11-13,27-29,33,35-36H,8-10,14-22H2,1-7H3/b23-11+,24-12+,25-13+/t27-,28+,29-,30-,31+,32+/m1/s1
InChI Key MIYUGOVPVJJFCL-QJOXMOCPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H54O6
Molecular Weight 534.80 g/mol
Exact Mass 534.39203944 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 5.80
Atomic LogP (AlogP) 6.19
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(E)-5-[(1R,2R,3R,4S)-2,4-dimethyl-3-[(3E,7S,8S,11E)-7,8,13-trihydroxy-4,8,12-trimethyltrideca-3,11-dienyl]-7-oxabicyclo[2.2.1]heptan-2-yl]-2-methylpent-2-enyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9060 90.60%
Caco-2 - 0.7445 74.45%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7892 78.92%
OATP2B1 inhibitior - 0.7087 70.87%
OATP1B1 inhibitior + 0.8752 87.52%
OATP1B3 inhibitior + 0.9355 93.55%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9749 97.49%
P-glycoprotein inhibitior + 0.6550 65.50%
P-glycoprotein substrate + 0.5229 52.29%
CYP3A4 substrate + 0.7003 70.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8777 87.77%
CYP3A4 inhibition - 0.5764 57.64%
CYP2C9 inhibition - 0.7915 79.15%
CYP2C19 inhibition - 0.8264 82.64%
CYP2D6 inhibition - 0.9111 91.11%
CYP1A2 inhibition - 0.8055 80.55%
CYP2C8 inhibition + 0.5827 58.27%
CYP inhibitory promiscuity - 0.8661 86.61%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6272 62.72%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9239 92.39%
Skin irritation - 0.6529 65.29%
Skin corrosion - 0.9518 95.18%
Ames mutagenesis - 0.6140 61.40%
Human Ether-a-go-go-Related Gene inhibition - 0.5795 57.95%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6044 60.44%
skin sensitisation - 0.8565 85.65%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.5566 55.66%
Acute Oral Toxicity (c) III 0.5253 52.53%
Estrogen receptor binding + 0.7462 74.62%
Androgen receptor binding + 0.6196 61.96%
Thyroid receptor binding + 0.5711 57.11%
Glucocorticoid receptor binding + 0.7051 70.51%
Aromatase binding + 0.6724 67.24%
PPAR gamma + 0.5899 58.99%
Honey bee toxicity - 0.7272 72.72%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9551 95.51%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.81% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.08% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.96% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.87% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.40% 96.61%
CHEMBL2581 P07339 Cathepsin D 94.39% 98.95%
CHEMBL2094135 Q96BI3 Gamma-secretase 94.38% 98.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.01% 97.09%
CHEMBL233 P35372 Mu opioid receptor 89.49% 97.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.20% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 89.12% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.96% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.65% 99.17%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.81% 89.05%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.66% 85.14%
CHEMBL3437 Q16853 Amine oxidase, copper containing 86.10% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 85.66% 94.73%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 85.38% 97.29%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.26% 96.77%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.21% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.18% 96.90%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.77% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.64% 89.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.24% 89.50%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 82.92% 98.33%
CHEMBL236 P41143 Delta opioid receptor 82.75% 99.35%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.02% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.87% 95.89%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 81.83% 95.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.06% 93.56%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.88% 91.24%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.57% 96.47%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.53% 92.88%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.42% 94.62%

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.
There are no matching plants.

Cross-Links

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PubChem 101223935
LOTUS LTS0186667
wikiData Q105165286