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[(1S,4S,6R,7R,9S,11S)-4-hydroxy-9-methoxy-2,10-dioxatricyclo[5.3.1.04,11]undecan-6-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

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 09368fdd-550b-42e3-8281-2a3e3e6ab888
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
IUPAC Name [(1S,4S,6R,7R,9S,11S)-4-hydroxy-9-methoxy-2,10-dioxatricyclo[5.3.1.04,11]undecan-6-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) COC1CC2C(CC3(C2C(O1)OC3)O)OC(=O)C=CC4=CC=C(C=C4)O
SMILES (Isomeric) CO[C@@H]1C[C@H]2[C@@H](C[C@@]3([C@H]2[C@H](O1)OC3)O)OC(=O)/C=C/C4=CC=C(C=C4)O
InChI InChI=1S/C19H22O7/c1-23-16-8-13-14(9-19(22)10-24-18(26-16)17(13)19)25-15(21)7-4-11-2-5-12(20)6-3-11/h2-7,13-14,16-18,20,22H,8-10H2,1H3/b7-4+/t13-,14+,16-,17+,18-,19+/m0/s1
InChI Key IAAABTPANVNWIO-LYTIJGGTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H22O7
Molecular Weight 362.40 g/mol
Exact Mass 362.13655304 g/mol
Topological Polar Surface Area (TPSA) 94.40 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.43
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,4S,6R,7R,9S,11S)-4-hydroxy-9-methoxy-2,10-dioxatricyclo[5.3.1.04,11]undecan-6-yl] (E)-3-(4-hydroxyphenyl)prop-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 + 0.9847 98.47%
Caco-2 - 0.6383 63.83%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.7677 76.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8814 88.14%
OATP1B3 inhibitior + 0.9501 95.01%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.4614 46.14%
P-glycoprotein inhibitior - 0.7543 75.43%
P-glycoprotein substrate - 0.5264 52.64%
CYP3A4 substrate + 0.6523 65.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8653 86.53%
CYP3A4 inhibition - 0.8097 80.97%
CYP2C9 inhibition - 0.8777 87.77%
CYP2C19 inhibition - 0.7354 73.54%
CYP2D6 inhibition - 0.7116 71.16%
CYP1A2 inhibition - 0.7581 75.81%
CYP2C8 inhibition + 0.6768 67.68%
CYP inhibitory promiscuity - 0.8037 80.37%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4102 41.02%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.8964 89.64%
Skin irritation - 0.7551 75.51%
Skin corrosion - 0.9514 95.14%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4527 45.27%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.6198 61.98%
skin sensitisation - 0.7929 79.29%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.4640 46.40%
Acute Oral Toxicity (c) III 0.4038 40.38%
Estrogen receptor binding + 0.7037 70.37%
Androgen receptor binding + 0.5963 59.63%
Thyroid receptor binding + 0.5492 54.92%
Glucocorticoid receptor binding + 0.5778 57.78%
Aromatase binding - 0.4864 48.64%
PPAR gamma + 0.6591 65.91%
Honey bee toxicity - 0.7092 70.92%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5345 53.45%
Fish aquatic toxicity + 0.9258 92.58%

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 98.51% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.68% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.77% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.45% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.79% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.14% 97.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 91.97% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.79% 89.00%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 88.59% 94.97%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 87.39% 97.53%
CHEMBL4208 P20618 Proteasome component C5 87.37% 90.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.20% 97.28%
CHEMBL340 P08684 Cytochrome P450 3A4 83.69% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.54% 92.94%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.37% 96.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.72% 85.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.58% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.42% 91.07%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.02% 94.23%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.57% 99.23%
CHEMBL3194 P02766 Transthyretin 80.27% 90.71%

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.
Catalpa ovata

Cross-Links

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PubChem 11245387
LOTUS LTS0025785
wikiData Q105035982