[(1S,2E,8R,10R,11S)-6-(acetyloxymethyl)-10-hydroxy-11-methoxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-8-yl] (E)-2-methylbut-2-enoate

Details

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Internal ID 5140c9ee-c51e-4fe3-92f0-b21663b24103
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(1S,2E,8R,10R,11S)-6-(acetyloxymethyl)-10-hydroxy-11-methoxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-8-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(C2(CCC(O2)(C=C3C1=C(C(=O)O3)COC(=O)C)C)OC)(C)O
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@@H]1C[C@@]([C@@]2(CC[C@](O2)(/C=C/3\C1=C(C(=O)O3)COC(=O)C)C)OC)(C)O
InChI InChI=1S/C23H30O9/c1-7-13(2)19(25)30-17-11-22(5,27)23(28-6)9-8-21(4,32-23)10-16-18(17)15(20(26)31-16)12-29-14(3)24/h7,10,17,27H,8-9,11-12H2,1-6H3/b13-7+,16-10+/t17-,21+,22-,23+/m1/s1
InChI Key KMYNFLQGDUKKKB-CDDFYMLDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H30O9
Molecular Weight 450.50 g/mol
Exact Mass 450.18898253 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 2.23
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2E,8R,10R,11S)-6-(acetyloxymethyl)-10-hydroxy-11-methoxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-8-yl] (E)-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 + 0.9830 98.30%
Caco-2 + 0.6242 62.42%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7987 79.87%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.8423 84.23%
OATP1B3 inhibitior + 0.9569 95.69%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6136 61.36%
BSEP inhibitior + 0.9054 90.54%
P-glycoprotein inhibitior + 0.7862 78.62%
P-glycoprotein substrate - 0.5948 59.48%
CYP3A4 substrate + 0.6759 67.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8970 89.70%
CYP3A4 inhibition - 0.6062 60.62%
CYP2C9 inhibition - 0.7276 72.76%
CYP2C19 inhibition - 0.8876 88.76%
CYP2D6 inhibition - 0.9538 95.38%
CYP1A2 inhibition - 0.7544 75.44%
CYP2C8 inhibition + 0.5610 56.10%
CYP inhibitory promiscuity - 0.9551 95.51%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Danger 0.4544 45.44%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.8357 83.57%
Skin irritation + 0.5410 54.10%
Skin corrosion - 0.9395 93.95%
Ames mutagenesis + 0.5546 55.46%
Human Ether-a-go-go-Related Gene inhibition - 0.4688 46.88%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.5343 53.43%
skin sensitisation - 0.9210 92.10%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.8586 85.86%
Acute Oral Toxicity (c) III 0.3673 36.73%
Estrogen receptor binding + 0.7018 70.18%
Androgen receptor binding + 0.7124 71.24%
Thyroid receptor binding + 0.6892 68.92%
Glucocorticoid receptor binding + 0.7759 77.59%
Aromatase binding + 0.7389 73.89%
PPAR gamma + 0.7340 73.40%
Honey bee toxicity - 0.7118 71.18%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9415 94.15%

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 97.83% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.02% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.28% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.82% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.98% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.61% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.58% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.74% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.68% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.68% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.68% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.81% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.66% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.07% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 81.64% 91.19%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.44% 85.30%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.19% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.13% 93.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.12% 94.62%

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.
Chresta sphaerocephala

Cross-Links

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PubChem 163020866
LOTUS LTS0046954
wikiData Q105143264