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(1S,2R,4S,5R,8R,9R,11S)-2-[[(1S,3R,5S,7R,8S,9S)-8-acetyloxy-9-hydroxy-2,4,6-trioxatricyclo[3.3.1.03,7]nonan-5-yl]oxymethyl]-9-formyl-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid

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 295c271d-f40b-4231-9c48-548fb8a6761e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (1S,2R,4S,5R,8R,9R,11S)-2-[[(1S,3R,5S,7R,8S,9S)-8-acetyloxy-9-hydroxy-2,4,6-trioxatricyclo[3.3.1.03,7]nonan-5-yl]oxymethyl]-9-formyl-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H36O10/c1-12(2)18-7-15-8-25(10-29)17-6-5-13(3)16(17)9-26(15,27(18,25)24(32)33)11-34-28-22(31)20-19(35-14(4)30)21(37-28)23(36-20)38-28/h7,10,12-13,15-17,19-23,31H,5-6,8-9,11H2,1-4H3,(H,32,33)/t13-,15-,16+,17-,19+,20-,21-,22+,23-,25-,26-,27-,28+/m1/s1
InChI Key ULHRLJDDVCQHQE-BKWZITCHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H36O10
Molecular Weight 532.60 g/mol
Exact Mass 532.23084734 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 2.03
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,4S,5R,8R,9R,11S)-2-[[(1S,3R,5S,7R,8S,9S)-8-acetyloxy-9-hydroxy-2,4,6-trioxatricyclo[3.3.1.03,7]nonan-5-yl]oxymethyl]-9-formyl-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9568 95.68%
Caco-2 - 0.8104 81.04%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8479 84.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8443 84.43%
OATP1B3 inhibitior + 0.8922 89.22%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.5419 54.19%
P-glycoprotein inhibitior + 0.6074 60.74%
P-glycoprotein substrate + 0.5588 55.88%
CYP3A4 substrate + 0.7138 71.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8775 87.75%
CYP3A4 inhibition - 0.7860 78.60%
CYP2C9 inhibition - 0.6652 66.52%
CYP2C19 inhibition - 0.8085 80.85%
CYP2D6 inhibition - 0.8965 89.65%
CYP1A2 inhibition - 0.6919 69.19%
CYP2C8 inhibition + 0.6376 63.76%
CYP inhibitory promiscuity - 0.6876 68.76%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5144 51.44%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9343 93.43%
Skin irritation - 0.5791 57.91%
Skin corrosion - 0.9349 93.49%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7058 70.58%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.5679 56.79%
skin sensitisation - 0.8436 84.36%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.8203 82.03%
Acute Oral Toxicity (c) I 0.4582 45.82%
Estrogen receptor binding + 0.7769 77.69%
Androgen receptor binding + 0.7228 72.28%
Thyroid receptor binding + 0.5341 53.41%
Glucocorticoid receptor binding + 0.6929 69.29%
Aromatase binding + 0.7051 70.51%
PPAR gamma + 0.6331 63.31%
Honey bee toxicity - 0.7144 71.44%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5145 51.45%
Fish aquatic toxicity + 0.9964 99.64%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.67% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.90% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.53% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.88% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.55% 98.95%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 90.10% 94.97%
CHEMBL221 P23219 Cyclooxygenase-1 89.55% 90.17%
CHEMBL3401 O75469 Pregnane X receptor 87.84% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.48% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.04% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 86.13% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.12% 96.77%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.09% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.02% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.80% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.95% 89.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.87% 94.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.40% 100.00%
CHEMBL4208 P20618 Proteasome component C5 83.16% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.05% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.04% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 81.85% 95.93%
CHEMBL5028 O14672 ADAM10 81.47% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.37% 93.00%

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 162929385
LOTUS LTS0056446
wikiData Q105275153