methyl (1R,2S,6S,7S,8S,9E,11R)-8-acetyloxy-11-hydroxy-13-methyl-7-[(E)-2-methylbut-2-enoyl]oxy-5-methylidene-4-oxo-3,14-dioxatricyclo[9.2.1.02,6]tetradeca-9,12-diene-9-carboxylate

Details

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Internal ID 7448956b-6d67-4d9e-b294-1245f57c1ba3
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name methyl (1R,2S,6S,7S,8S,9E,11R)-8-acetyloxy-11-hydroxy-13-methyl-7-[(E)-2-methylbut-2-enoyl]oxy-5-methylidene-4-oxo-3,14-dioxatricyclo[9.2.1.02,6]tetradeca-9,12-diene-9-carboxylate
SMILES (Canonical) CC=C(C)C(=O)OC1C2C(C3C(=CC(O3)(C=C(C1OC(=O)C)C(=O)OC)O)C)OC(=O)C2=C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1[C@@H]2[C@@H]([C@H]3C(=C[C@@](O3)(/C=C(\[C@@H]1OC(=O)C)/C(=O)OC)O)C)OC(=O)C2=C
InChI InChI=1S/C23H26O10/c1-7-10(2)20(25)31-19-15-12(4)21(26)32-18(15)16-11(3)8-23(28,33-16)9-14(22(27)29-6)17(19)30-13(5)24/h7-9,15-19,28H,4H2,1-3,5-6H3/b10-7+,14-9+/t15-,16+,17-,18-,19-,23+/m0/s1
InChI Key RPTKZHBJEPAFDD-JSICDYDESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H26O10
Molecular Weight 462.40 g/mol
Exact Mass 462.15259702 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 1.04
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,2S,6S,7S,8S,9E,11R)-8-acetyloxy-11-hydroxy-13-methyl-7-[(E)-2-methylbut-2-enoyl]oxy-5-methylidene-4-oxo-3,14-dioxatricyclo[9.2.1.02,6]tetradeca-9,12-diene-9-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9529 95.29%
Caco-2 - 0.5265 52.65%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6371 63.71%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8275 82.75%
OATP1B3 inhibitior + 0.8796 87.96%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.6471 64.71%
P-glycoprotein inhibitior + 0.7736 77.36%
P-glycoprotein substrate - 0.5058 50.58%
CYP3A4 substrate + 0.6617 66.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9000 90.00%
CYP3A4 inhibition - 0.6019 60.19%
CYP2C9 inhibition - 0.9340 93.40%
CYP2C19 inhibition - 0.8514 85.14%
CYP2D6 inhibition - 0.9447 94.47%
CYP1A2 inhibition - 0.8250 82.50%
CYP2C8 inhibition - 0.5634 56.34%
CYP inhibitory promiscuity - 0.9012 90.12%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8943 89.43%
Carcinogenicity (trinary) Danger 0.5063 50.63%
Eye corrosion - 0.9299 92.99%
Eye irritation - 0.8344 83.44%
Skin irritation - 0.6817 68.17%
Skin corrosion - 0.9459 94.59%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7025 70.25%
Micronuclear + 0.5100 51.00%
Hepatotoxicity + 0.6902 69.02%
skin sensitisation - 0.7054 70.54%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.7900 79.00%
Acute Oral Toxicity (c) II 0.3514 35.14%
Estrogen receptor binding + 0.7383 73.83%
Androgen receptor binding + 0.5728 57.28%
Thyroid receptor binding + 0.6063 60.63%
Glucocorticoid receptor binding + 0.6347 63.47%
Aromatase binding - 0.5850 58.50%
PPAR gamma + 0.7703 77.03%
Honey bee toxicity - 0.6067 60.67%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.8730 87.30%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.43% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.16% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.67% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 87.83% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.68% 95.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.10% 97.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.91% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.64% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.17% 94.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.04% 93.03%
CHEMBL2581 P07339 Cathepsin D 81.78% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.75% 89.00%

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.
Ichthyothere terminalis

Cross-Links

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PubChem 162938189
LOTUS LTS0254071
wikiData Q105243016