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[3-acetyloxy-4-(2,5-dihydroxy-4-methylphenyl)-2-[(1R,3S,5R)-3-[(1E)-2,6-dimethylhepta-1,5-dienyl]-5-methyl-2,8-dioxabicyclo[3.2.1]octan-1-yl]-2-hydroxybutyl] 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 4b53435b-d905-4635-81a1-041f29a88312
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [3-acetyloxy-4-(2,5-dihydroxy-4-methylphenyl)-2-[(1R,3S,5R)-3-[(1E)-2,6-dimethylhepta-1,5-dienyl]-5-methyl-2,8-dioxabicyclo[3.2.1]octan-1-yl]-2-hydroxybutyl] acetate
SMILES (Canonical) CC1=CC(=C(C=C1O)CC(C(COC(=O)C)(C23CCC(O2)(CC(O3)C=C(C)CCC=C(C)C)C)O)OC(=O)C)O
SMILES (Isomeric) CC1=CC(=C(C=C1O)CC(C(COC(=O)C)([C@@]23CC[C@@](O2)(C[C@H](O3)/C=C(\C)/CCC=C(C)C)C)O)OC(=O)C)O
InChI InChI=1S/C31H44O9/c1-19(2)9-8-10-20(3)13-25-17-29(7)11-12-31(39-25,40-29)30(36,18-37-22(5)32)28(38-23(6)33)16-24-15-26(34)21(4)14-27(24)35/h9,13-15,25,28,34-36H,8,10-12,16-18H2,1-7H3/b20-13+/t25-,28?,29-,30?,31-/m1/s1
InChI Key RXDWPJRLNXTQAE-HHAQCOSHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H44O9
Molecular Weight 560.70 g/mol
Exact Mass 560.29853298 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.92
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3-acetyloxy-4-(2,5-dihydroxy-4-methylphenyl)-2-[(1R,3S,5R)-3-[(1E)-2,6-dimethylhepta-1,5-dienyl]-5-methyl-2,8-dioxabicyclo[3.2.1]octan-1-yl]-2-hydroxybutyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9678 96.78%
Caco-2 - 0.7391 73.91%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8352 83.52%
OATP2B1 inhibitior - 0.8565 85.65%
OATP1B1 inhibitior + 0.8626 86.26%
OATP1B3 inhibitior - 0.2152 21.52%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8114 81.14%
BSEP inhibitior + 0.9661 96.61%
P-glycoprotein inhibitior + 0.7607 76.07%
P-glycoprotein substrate - 0.5475 54.75%
CYP3A4 substrate + 0.7097 70.97%
CYP2C9 substrate - 0.7923 79.23%
CYP2D6 substrate - 0.8579 85.79%
CYP3A4 inhibition - 0.6000 60.00%
CYP2C9 inhibition - 0.5388 53.88%
CYP2C19 inhibition - 0.7070 70.70%
CYP2D6 inhibition - 0.8991 89.91%
CYP1A2 inhibition - 0.5313 53.13%
CYP2C8 inhibition + 0.7077 70.77%
CYP inhibitory promiscuity - 0.8379 83.79%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5652 56.52%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9147 91.47%
Skin irritation - 0.6687 66.87%
Skin corrosion - 0.9450 94.50%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6442 64.42%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.6324 63.24%
skin sensitisation - 0.8619 86.19%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.5687 56.87%
Acute Oral Toxicity (c) I 0.5495 54.95%
Estrogen receptor binding + 0.8182 81.82%
Androgen receptor binding + 0.6827 68.27%
Thyroid receptor binding + 0.5696 56.96%
Glucocorticoid receptor binding + 0.7900 79.00%
Aromatase binding + 0.7586 75.86%
PPAR gamma + 0.6391 63.91%
Honey bee toxicity - 0.7046 70.46%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9969 99.69%

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 99.67% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.44% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.19% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.41% 98.95%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 94.37% 92.68%
CHEMBL3401 O75469 Pregnane X receptor 94.21% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.53% 85.14%
CHEMBL1937 Q92769 Histone deacetylase 2 90.30% 94.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.20% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.97% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.27% 92.62%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.76% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.58% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 87.09% 90.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.69% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.18% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.10% 94.62%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.73% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.34% 86.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.98% 97.28%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.08% 100.00%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 83.86% 92.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.42% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.43% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.68% 95.89%

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 21604129
LOTUS LTS0038234
wikiData Q105246956