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[7-hydroxy-4,7-bis(hydroxymethyl)-6-[3-(4-hydroxyphenyl)prop-2-enoyloxy]-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] 3-methylbutanoate

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 a2188e50-67f8-451e-b971-64824df3f202
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
IUPAC Name [7-hydroxy-4,7-bis(hydroxymethyl)-6-[3-(4-hydroxyphenyl)prop-2-enoyloxy]-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] 3-methylbutanoate
SMILES (Canonical) CC(C)CC(=O)OC1C2C(CC(C2(CO)O)OC(=O)C=CC3=CC=C(C=C3)O)C(=CO1)CO
SMILES (Isomeric) CC(C)CC(=O)OC1C2C(CC(C2(CO)O)OC(=O)C=CC3=CC=C(C=C3)O)C(=CO1)CO
InChI InChI=1S/C24H30O9/c1-14(2)9-21(29)33-23-22-18(16(11-25)12-31-23)10-19(24(22,30)13-26)32-20(28)8-5-15-3-6-17(27)7-4-15/h3-8,12,14,18-19,22-23,25-27,30H,9-11,13H2,1-2H3
InChI Key RJHVTZAZDRWBJX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H30O9
Molecular Weight 462.50 g/mol
Exact Mass 462.18898253 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.50
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [7-hydroxy-4,7-bis(hydroxymethyl)-6-[3-(4-hydroxyphenyl)prop-2-enoyloxy]-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] 3-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9202 92.02%
Caco-2 - 0.8161 81.61%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8258 82.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8196 81.96%
OATP1B3 inhibitior + 0.9328 93.28%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7257 72.57%
P-glycoprotein inhibitior + 0.6133 61.33%
P-glycoprotein substrate + 0.5145 51.45%
CYP3A4 substrate + 0.6574 65.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8720 87.20%
CYP3A4 inhibition - 0.7941 79.41%
CYP2C9 inhibition - 0.7522 75.22%
CYP2C19 inhibition - 0.6128 61.28%
CYP2D6 inhibition - 0.8695 86.95%
CYP1A2 inhibition - 0.6794 67.94%
CYP2C8 inhibition + 0.6920 69.20%
CYP inhibitory promiscuity - 0.8298 82.98%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6119 61.19%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9412 94.12%
Skin irritation - 0.7490 74.90%
Skin corrosion - 0.9469 94.69%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7236 72.36%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8201 82.01%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6536 65.36%
Acute Oral Toxicity (c) I 0.4106 41.06%
Estrogen receptor binding + 0.7179 71.79%
Androgen receptor binding + 0.7381 73.81%
Thyroid receptor binding - 0.5266 52.66%
Glucocorticoid receptor binding + 0.5653 56.53%
Aromatase binding + 0.5528 55.28%
PPAR gamma + 0.5562 55.62%
Honey bee toxicity - 0.7993 79.93%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9895 98.95%

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 97.33% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.58% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.08% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.24% 94.45%
CHEMBL206 P03372 Estrogen receptor alpha 92.95% 97.64%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.71% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.24% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.20% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 92.16% 95.93%
CHEMBL2996 Q05655 Protein kinase C delta 91.58% 97.79%
CHEMBL242 Q92731 Estrogen receptor beta 91.44% 98.35%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.30% 96.00%
CHEMBL4040 P28482 MAP kinase ERK2 88.94% 83.82%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.68% 89.62%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 86.16% 89.67%
CHEMBL2581 P07339 Cathepsin D 85.96% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.29% 95.89%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.64% 85.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.52% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.01% 86.92%
CHEMBL268 P43235 Cathepsin K 81.96% 96.85%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.66% 95.89%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 81.22% 94.97%
CHEMBL340 P08684 Cytochrome P450 3A4 80.81% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.50% 95.50%

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.
Viburnum luzonicum

Cross-Links

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PubChem 72831055
LOTUS LTS0050827
wikiData Q105237478