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[6-Acetyloxy-3,3a,4-trihydroxy-3,6,9-trimethyl-8-(2-methylbut-2-enoyloxy)-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-7-yl] hexanoate

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 0c86f1f0-24fc-4d32-9368-8d83e5815ab3
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [6-acetyloxy-3,3a,4-trihydroxy-3,6,9-trimethyl-8-(2-methylbut-2-enoyloxy)-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-7-yl] hexanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H40O11/c1-8-10-11-12-18(31)36-22-20-19(15(4)21(22)37-24(32)14(3)9-2)23-28(35,27(7,34)25(33)38-23)17(30)13-26(20,6)39-16(5)29/h9,17,20-23,30,34-35H,8,10-13H2,1-7H3
InChI Key GSOCHXRXWXQMKF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O11
Molecular Weight 552.60 g/mol
Exact Mass 552.25706209 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.80
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [6-Acetyloxy-3,3a,4-trihydroxy-3,6,9-trimethyl-8-(2-methylbut-2-enoyloxy)-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-7-yl] hexanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9529 95.29%
Caco-2 - 0.7574 75.74%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6201 62.01%
OATP2B1 inhibitior - 0.7239 72.39%
OATP1B1 inhibitior + 0.8507 85.07%
OATP1B3 inhibitior + 0.9339 93.39%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9293 92.93%
P-glycoprotein inhibitior + 0.7882 78.82%
P-glycoprotein substrate + 0.8850 88.50%
CYP3A4 substrate + 0.6838 68.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9015 90.15%
CYP3A4 inhibition + 0.7820 78.20%
CYP2C9 inhibition + 0.6948 69.48%
CYP2C19 inhibition + 0.6632 66.32%
CYP2D6 inhibition - 0.9174 91.74%
CYP1A2 inhibition + 0.6542 65.42%
CYP2C8 inhibition + 0.5359 53.59%
CYP inhibitory promiscuity - 0.8477 84.77%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5464 54.64%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9114 91.14%
Skin irritation + 0.5338 53.38%
Skin corrosion - 0.9002 90.02%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6093 60.93%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8580 85.80%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.6417 64.17%
Acute Oral Toxicity (c) II 0.3891 38.91%
Estrogen receptor binding + 0.7727 77.27%
Androgen receptor binding + 0.6949 69.49%
Thyroid receptor binding + 0.5280 52.80%
Glucocorticoid receptor binding + 0.7855 78.55%
Aromatase binding + 0.7782 77.82%
PPAR gamma + 0.6662 66.62%
Honey bee toxicity - 0.7741 77.41%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6110 61.10%
Fish aquatic toxicity + 0.9735 97.35%

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 97.23% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.89% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.85% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.64% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.42% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.27% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 89.72% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.74% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.36% 97.25%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.34% 96.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.33% 91.24%
CHEMBL221 P23219 Cyclooxygenase-1 86.96% 90.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.93% 93.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.22% 99.23%
CHEMBL2996 Q05655 Protein kinase C delta 85.22% 97.79%
CHEMBL299 P17252 Protein kinase C alpha 84.78% 98.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.36% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.71% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.34% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.44% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.40% 100.00%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.34% 80.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.13% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 80.71% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.54% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.42% 97.09%

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.
Thapsia garganica

Cross-Links

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PubChem 163085118
LOTUS LTS0122554
wikiData Q105017472