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3,4-Dihydroxy-1-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-5-[3-(4-hydroxyphenyl)prop-2-enoyloxy]cyclohexane-1-carboxylic acid

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 3f5aa9bf-ea40-4c83-8d25-7ecde016b2b9
Taxonomy Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclitols and derivatives > Quinic acids and derivatives
IUPAC Name 3,4-dihydroxy-1-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-5-[3-(4-hydroxyphenyl)prop-2-enoyloxy]cyclohexane-1-carboxylic acid
SMILES (Canonical) COC1=C(C=CC(=C1)C=CC(=O)OC2(CC(C(C(C2)OC(=O)C=CC3=CC=C(C=C3)O)O)O)C(=O)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C=CC(=O)OC2(CC(C(C(C2)OC(=O)C=CC3=CC=C(C=C3)O)O)O)C(=O)O)O
InChI InChI=1S/C26H26O11/c1-35-20-12-16(4-9-18(20)28)6-11-23(31)37-26(25(33)34)13-19(29)24(32)21(14-26)36-22(30)10-5-15-2-7-17(27)8-3-15/h2-12,19,21,24,27-29,32H,13-14H2,1H3,(H,33,34)
InChI Key YLKBTONOZYPFLU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H26O11
Molecular Weight 514.50 g/mol
Exact Mass 514.14751164 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.63
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,4-Dihydroxy-1-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-5-[3-(4-hydroxyphenyl)prop-2-enoyloxy]cyclohexane-1-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9462 94.62%
Caco-2 - 0.8941 89.41%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8059 80.59%
OATP2B1 inhibitior - 0.7090 70.90%
OATP1B1 inhibitior + 0.9107 91.07%
OATP1B3 inhibitior + 0.9554 95.54%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6629 66.29%
P-glycoprotein inhibitior + 0.5896 58.96%
P-glycoprotein substrate - 0.6230 62.30%
CYP3A4 substrate + 0.6300 63.00%
CYP2C9 substrate - 0.5936 59.36%
CYP2D6 substrate - 0.8354 83.54%
CYP3A4 inhibition - 0.9090 90.90%
CYP2C9 inhibition - 0.8931 89.31%
CYP2C19 inhibition - 0.8572 85.72%
CYP2D6 inhibition - 0.9321 93.21%
CYP1A2 inhibition - 0.7215 72.15%
CYP2C8 inhibition + 0.7702 77.02%
CYP inhibitory promiscuity - 0.9772 97.72%
UGT catelyzed + 0.8362 83.62%
Carcinogenicity (binary) - 0.8564 85.64%
Carcinogenicity (trinary) Non-required 0.5874 58.74%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9209 92.09%
Skin irritation - 0.7223 72.23%
Skin corrosion - 0.8840 88.40%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6924 69.24%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.5481 54.81%
skin sensitisation - 0.8135 81.35%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8520 85.20%
Acute Oral Toxicity (c) III 0.6522 65.22%
Estrogen receptor binding + 0.6905 69.05%
Androgen receptor binding + 0.7164 71.64%
Thyroid receptor binding + 0.5545 55.45%
Glucocorticoid receptor binding + 0.7276 72.76%
Aromatase binding - 0.6288 62.88%
PPAR gamma - 0.5594 55.94%
Honey bee toxicity - 0.8313 83.13%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5855 58.55%
Fish aquatic toxicity + 0.9891 98.91%

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 99.21% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.35% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.03% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.56% 96.00%
CHEMBL3194 P02766 Transthyretin 94.19% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.02% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.49% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.05% 94.45%
CHEMBL4208 P20618 Proteasome component C5 90.68% 90.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.96% 94.08%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.32% 95.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.18% 85.14%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.54% 89.62%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 85.99% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.45% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 85.23% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.67% 95.89%
CHEMBL2535 P11166 Glucose transporter 83.36% 98.75%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 82.64% 97.53%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.28% 97.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.95% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.34% 99.17%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 80.23% 94.97%

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.
There are no matching plants.

Cross-Links

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PubChem 162909645
LOTUS LTS0198354
wikiData Q105350161