[(1S,2Z,4R,8R,9R,11R)-1-hydroxy-2-(hydroxymethyl)-11-methyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.04,8]tetradeca-2,12-dien-9-yl] (2R)-2-methylbutanoate

Details

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Internal ID dab8a5e1-9980-4a8e-bccd-b84fd6a05d3d
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
IUPAC Name [(1S,2Z,4R,8R,9R,11R)-1-hydroxy-2-(hydroxymethyl)-11-methyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.04,8]tetradeca-2,12-dien-9-yl] (2R)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1CC2(C=CC(O2)(C(=CC3C1C(=C)C(=O)O3)CO)O)C
SMILES (Isomeric) CC[C@@H](C)C(=O)O[C@@H]1C[C@@]2(C=C[C@](O2)(/C(=C\[C@@H]3[C@@H]1C(=C)C(=O)O3)/CO)O)C
InChI InChI=1S/C20H26O7/c1-5-11(2)17(22)26-15-9-19(4)6-7-20(24,27-19)13(10-21)8-14-16(15)12(3)18(23)25-14/h6-8,11,14-16,21,24H,3,5,9-10H2,1-2,4H3/b13-8-/t11-,14-,15-,16+,19+,20+/m1/s1
InChI Key JFWMEUUOLBWXOT-LQCMNDDESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H26O7
Molecular Weight 378.40 g/mol
Exact Mass 378.16785316 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.40
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2Z,4R,8R,9R,11R)-1-hydroxy-2-(hydroxymethyl)-11-methyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.04,8]tetradeca-2,12-dien-9-yl] (2R)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9372 93.72%
Caco-2 + 0.5092 50.92%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6050 60.50%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8462 84.62%
OATP1B3 inhibitior + 0.9070 90.70%
MATE1 inhibitior - 0.9212 92.12%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.5404 54.04%
P-glycoprotein inhibitior - 0.6078 60.78%
P-glycoprotein substrate - 0.6112 61.12%
CYP3A4 substrate + 0.6477 64.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8893 88.93%
CYP3A4 inhibition - 0.7636 76.36%
CYP2C9 inhibition - 0.7686 76.86%
CYP2C19 inhibition - 0.8275 82.75%
CYP2D6 inhibition - 0.9416 94.16%
CYP1A2 inhibition - 0.8116 81.16%
CYP2C8 inhibition - 0.6856 68.56%
CYP inhibitory promiscuity - 0.7322 73.22%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9543 95.43%
Carcinogenicity (trinary) Non-required 0.5289 52.89%
Eye corrosion - 0.9808 98.08%
Eye irritation - 0.9219 92.19%
Skin irritation - 0.6775 67.75%
Skin corrosion - 0.9280 92.80%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7111 71.11%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.8038 80.38%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.5927 59.27%
Acute Oral Toxicity (c) III 0.5339 53.39%
Estrogen receptor binding + 0.8012 80.12%
Androgen receptor binding + 0.6175 61.75%
Thyroid receptor binding + 0.7114 71.14%
Glucocorticoid receptor binding + 0.7716 77.16%
Aromatase binding + 0.5695 56.95%
PPAR gamma + 0.5297 52.97%
Honey bee toxicity - 0.7354 73.54%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9204 92.04%

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 97.01% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.59% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.47% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.78% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 93.19% 97.79%
CHEMBL2581 P07339 Cathepsin D 90.32% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 88.64% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.42% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.22% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.70% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.97% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.66% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.18% 95.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.28% 97.14%
CHEMBL299 P17252 Protein kinase C alpha 81.49% 98.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.09% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.70% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.47% 99.23%

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.
Aldama bracteata

Cross-Links

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PubChem 162948918
LOTUS LTS0039735
wikiData Q105127093