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[6-[(5,5-Dimethyl-6-methylidene-3-oxocyclohexen-1-yl)methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3,5-dimethoxyphenyl)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 8f2481f4-9250-40bd-8369-2d163ffc97bc
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [6-[(5,5-dimethyl-6-methylidene-3-oxocyclohexen-1-yl)methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
SMILES (Canonical) CC1(CC(=O)C=C(C1=C)COC2C(C(C(C(O2)COC(=O)C=CC3=CC(=C(C(=C3)OC)O)OC)O)O)O)C
SMILES (Isomeric) CC1(CC(=O)C=C(C1=C)COC2C(C(C(C(O2)COC(=O)C=CC3=CC(=C(C(=C3)OC)O)OC)O)O)O)C
InChI InChI=1S/C27H34O11/c1-14-16(10-17(28)11-27(14,2)3)12-37-26-25(33)24(32)23(31)20(38-26)13-36-21(29)7-6-15-8-18(34-4)22(30)19(9-15)35-5/h6-10,20,23-26,30-33H,1,11-13H2,2-5H3
InChI Key SLJXZSBKZITVLH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H34O11
Molecular Weight 534.60 g/mol
Exact Mass 534.21011190 g/mol
Topological Polar Surface Area (TPSA) 161.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 1.27
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [6-[(5,5-Dimethyl-6-methylidene-3-oxocyclohexen-1-yl)methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3,5-dimethoxyphenyl)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 + 0.6095 60.95%
Caco-2 - 0.8562 85.62%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7796 77.96%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7997 79.97%
OATP1B3 inhibitior + 0.8789 87.89%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8239 82.39%
P-glycoprotein inhibitior + 0.6534 65.34%
P-glycoprotein substrate - 0.6230 62.30%
CYP3A4 substrate + 0.6838 68.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8745 87.45%
CYP3A4 inhibition - 0.8203 82.03%
CYP2C9 inhibition - 0.5201 52.01%
CYP2C19 inhibition - 0.5138 51.38%
CYP2D6 inhibition - 0.8997 89.97%
CYP1A2 inhibition - 0.5586 55.86%
CYP2C8 inhibition + 0.6721 67.21%
CYP inhibitory promiscuity - 0.8111 81.11%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6832 68.32%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9320 93.20%
Skin irritation - 0.8126 81.26%
Skin corrosion - 0.9406 94.06%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5085 50.85%
Micronuclear - 0.6326 63.26%
Hepatotoxicity - 0.7645 76.45%
skin sensitisation - 0.7206 72.06%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.8755 87.55%
Acute Oral Toxicity (c) III 0.6262 62.62%
Estrogen receptor binding + 0.7902 79.02%
Androgen receptor binding + 0.5763 57.63%
Thyroid receptor binding + 0.5336 53.36%
Glucocorticoid receptor binding + 0.7261 72.61%
Aromatase binding + 0.6479 64.79%
PPAR gamma + 0.6678 66.78%
Honey bee toxicity - 0.7650 76.50%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5603 56.03%
Fish aquatic toxicity + 0.9900 99.00%

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 99.78% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.65% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.26% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.49% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.09% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.68% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.33% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.08% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.54% 94.45%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.92% 89.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.30% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 88.27% 92.50%
CHEMBL2581 P07339 Cathepsin D 87.90% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.11% 96.21%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.06% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.93% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.85% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.37% 96.95%
CHEMBL221 P23219 Cyclooxygenase-1 84.34% 90.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.37% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.06% 85.31%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.01% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 82.27% 94.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.41% 96.77%
CHEMBL3194 P02766 Transthyretin 81.36% 90.71%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.16% 94.33%
CHEMBL4208 P20618 Proteasome component C5 80.90% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.07% 91.19%

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.
Gardenia jasminoides

Cross-Links

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PubChem 162967772
LOTUS LTS0193812
wikiData Q105255371