[(1S,2S,3R,7S,8S,9R,13S)-2-[2-(acetyloxymethyl)prop-2-enoyloxy]-3,8-dimethyl-12-methylidene-4,11-dioxo-10-oxatricyclo[7.3.1.03,7]tridec-5-en-13-yl] (Z)-2-methylbut-2-enoate

Details

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Internal ID 0cee587f-95cf-40b9-b2d0-2bea010e1e91
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(1S,2S,3R,7S,8S,9R,13S)-2-[2-(acetyloxymethyl)prop-2-enoyloxy]-3,8-dimethyl-12-methylidene-4,11-dioxo-10-oxatricyclo[7.3.1.03,7]tridec-5-en-13-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2C(C3(C(C=CC3=O)C(C1OC(=O)C2=C)C)C)OC(=O)C(=C)COC(=O)C
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@H]1[C@@H]2[C@@H]([C@]3([C@@H](C=CC3=O)[C@@H]([C@H]1OC(=O)C2=C)C)C)OC(=O)C(=C)COC(=O)C
InChI InChI=1S/C26H30O9/c1-8-12(2)23(29)34-21-19-15(5)25(31)33-20(21)14(4)17-9-10-18(28)26(17,7)22(19)35-24(30)13(3)11-32-16(6)27/h8-10,14,17,19-22H,3,5,11H2,1-2,4,6-7H3/b12-8-/t14-,17-,19+,20+,21-,22-,26-/m0/s1
InChI Key JGAXUCFLIWGPII-RIWOCCSZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H30O9
Molecular Weight 486.50 g/mol
Exact Mass 486.18898253 g/mol
Topological Polar Surface Area (TPSA) 122.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.40
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,3R,7S,8S,9R,13S)-2-[2-(acetyloxymethyl)prop-2-enoyloxy]-3,8-dimethyl-12-methylidene-4,11-dioxo-10-oxatricyclo[7.3.1.03,7]tridec-5-en-13-yl] (Z)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9799 97.99%
Caco-2 - 0.6839 68.39%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.5852 58.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8175 81.75%
OATP1B3 inhibitior + 0.9165 91.65%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6014 60.14%
P-glycoprotein inhibitior + 0.8811 88.11%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6502 65.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9119 91.19%
CYP3A4 inhibition - 0.6690 66.90%
CYP2C9 inhibition - 0.9019 90.19%
CYP2C19 inhibition - 0.7200 72.00%
CYP2D6 inhibition - 0.9425 94.25%
CYP1A2 inhibition - 0.5502 55.02%
CYP2C8 inhibition - 0.6067 60.67%
CYP inhibitory promiscuity - 0.7109 71.09%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6813 68.13%
Eye corrosion - 0.9623 96.23%
Eye irritation - 0.8622 86.22%
Skin irritation - 0.5798 57.98%
Skin corrosion - 0.9267 92.67%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3832 38.32%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.7793 77.93%
skin sensitisation - 0.6233 62.33%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.6345 63.45%
Acute Oral Toxicity (c) III 0.4258 42.58%
Estrogen receptor binding + 0.6478 64.78%
Androgen receptor binding + 0.5877 58.77%
Thyroid receptor binding + 0.6349 63.49%
Glucocorticoid receptor binding + 0.7268 72.68%
Aromatase binding - 0.5423 54.23%
PPAR gamma + 0.6015 60.15%
Honey bee toxicity - 0.6639 66.39%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9708 97.08%

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 97.29% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 96.73% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.67% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.46% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.90% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.63% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.77% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.69% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 86.99% 94.73%
CHEMBL2581 P07339 Cathepsin D 84.92% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.15% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.84% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.07% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.63% 99.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.25% 93.00%

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.
Anisopappus pinnatifida

Cross-Links

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PubChem 162924845
LOTUS LTS0041268
wikiData Q105127164