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methyl (2R,3R,7R,8R,9R)-8-hydroxy-7-[(Z)-octadec-9-enoyl]oxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.13,6]pentadeca-1(13),6(15),11-triene-12-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 b6e8a826-293c-4fc8-bda6-bec1ec7bdc6f
Taxonomy Organoheterocyclic compounds > Furans > Furoic acid and derivatives > Furoic acid esters
IUPAC Name methyl (2R,3R,7R,8R,9R)-8-hydroxy-7-[(Z)-octadec-9-enoyl]oxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.13,6]pentadeca-1(13),6(15),11-triene-12-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H56O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-34(40)47-37-30-25-33(46-39(30)43)35(27(4)5)32-24-29(38(42)44-6)31(45-32)23-28(26(2)3)36(37)41/h14-15,24-25,28,33,35-37,41H,2,4,7-13,16-23H2,1,3,5-6H3/b15-14-/t28-,33-,35+,36-,37-/m1/s1
InChI Key ONLCMSPNILUOSH-USAGDTLLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H56O8
Molecular Weight 652.90 g/mol
Exact Mass 652.39751874 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 10.60
Atomic LogP (AlogP) 8.64
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R,3R,7R,8R,9R)-8-hydroxy-7-[(Z)-octadec-9-enoyl]oxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.13,6]pentadeca-1(13),6(15),11-triene-12-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9917 99.17%
Caco-2 - 0.8259 82.59%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7194 71.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7972 79.72%
OATP1B3 inhibitior - 0.2235 22.35%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7755 77.55%
P-glycoprotein inhibitior + 0.7598 75.98%
P-glycoprotein substrate + 0.7000 70.00%
CYP3A4 substrate + 0.6779 67.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8903 89.03%
CYP3A4 inhibition + 0.6249 62.49%
CYP2C9 inhibition - 0.7071 70.71%
CYP2C19 inhibition - 0.5828 58.28%
CYP2D6 inhibition - 0.9209 92.09%
CYP1A2 inhibition + 0.6095 60.95%
CYP2C8 inhibition + 0.7062 70.62%
CYP inhibitory promiscuity - 0.8677 86.77%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5859 58.59%
Eye corrosion - 0.9827 98.27%
Eye irritation - 0.9101 91.01%
Skin irritation - 0.7049 70.49%
Skin corrosion - 0.9381 93.81%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6612 66.12%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6435 64.35%
skin sensitisation - 0.8218 82.18%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7389 73.89%
Acute Oral Toxicity (c) II 0.3910 39.10%
Estrogen receptor binding + 0.8529 85.29%
Androgen receptor binding + 0.6531 65.31%
Thyroid receptor binding - 0.6107 61.07%
Glucocorticoid receptor binding + 0.6647 66.47%
Aromatase binding + 0.5181 51.81%
PPAR gamma + 0.6721 67.21%
Honey bee toxicity - 0.7467 74.67%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.7800 78.00%
Fish aquatic toxicity + 0.9961 99.61%

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 99.49% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.67% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 98.24% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.13% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 95.71% 83.82%
CHEMBL230 P35354 Cyclooxygenase-2 93.15% 89.63%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.85% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 92.06% 92.50%
CHEMBL299 P17252 Protein kinase C alpha 90.94% 98.03%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.88% 96.95%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 89.36% 92.08%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 89.25% 94.80%
CHEMBL3401 O75469 Pregnane X receptor 87.98% 94.73%
CHEMBL2996 Q05655 Protein kinase C delta 87.88% 97.79%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.55% 94.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.59% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 85.33% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.38% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.78% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.93% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.86% 97.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.75% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.17% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.74% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.22% 90.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.03% 97.14%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.77% 97.21%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.63% 95.71%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.35% 93.03%

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.
Citrus glauca

Cross-Links

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PubChem 25147564
NPASS NPC306937
LOTUS LTS0236280
wikiData Q105194872