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(1R,2S,3S,4R)-2,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,3-dihydroxycyclohexane-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 f9653b30-f903-4087-ab56-bd5e943827b2
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name (1R,2S,3S,4R)-2,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,3-dihydroxycyclohexane-1-carboxylic acid
SMILES (Canonical) C1CC(C(C(C1OC(=O)C=CC2=CC(=C(C=C2)O)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)(C(=O)O)O
SMILES (Isomeric) C1C[C@@]([C@H]([C@H]([C@@H]1OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O)OC(=O)/C=C/C3=CC(=C(C=C3)O)O)(C(=O)O)O
InChI InChI=1S/C25H24O12/c26-15-5-1-13(11-17(15)28)3-7-20(30)36-19-9-10-25(35,24(33)34)23(22(19)32)37-21(31)8-4-14-2-6-16(27)18(29)12-14/h1-8,11-12,19,22-23,26-29,32,35H,9-10H2,(H,33,34)/b7-3+,8-4+/t19-,22+,23+,25-/m1/s1
InChI Key QLTPXGNGQMBIQH-LVYQSKELSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H24O12
Molecular Weight 516.40 g/mol
Exact Mass 516.12677620 g/mol
Topological Polar Surface Area (TPSA) 211.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.03
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,3S,4R)-2,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,3-dihydroxycyclohexane-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 + 0.7962 79.62%
Caco-2 - 0.9023 90.23%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7221 72.21%
OATP2B1 inhibitior - 0.7101 71.01%
OATP1B1 inhibitior + 0.9568 95.68%
OATP1B3 inhibitior + 0.9461 94.61%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.8588 85.88%
BSEP inhibitior + 0.8612 86.12%
P-glycoprotein inhibitior + 0.6170 61.70%
P-glycoprotein substrate - 0.8803 88.03%
CYP3A4 substrate + 0.5531 55.31%
CYP2C9 substrate - 0.5941 59.41%
CYP2D6 substrate - 0.8566 85.66%
CYP3A4 inhibition - 0.8501 85.01%
CYP2C9 inhibition - 0.7982 79.82%
CYP2C19 inhibition - 0.8541 85.41%
CYP2D6 inhibition - 0.9352 93.52%
CYP1A2 inhibition - 0.8302 83.02%
CYP2C8 inhibition + 0.6167 61.67%
CYP inhibitory promiscuity - 0.9641 96.41%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8654 86.54%
Carcinogenicity (trinary) Non-required 0.5978 59.78%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9066 90.66%
Skin irritation - 0.6941 69.41%
Skin corrosion - 0.8636 86.36%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3895 38.95%
Micronuclear + 0.5059 50.59%
Hepatotoxicity + 0.5658 56.58%
skin sensitisation - 0.6640 66.40%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7915 79.15%
Acute Oral Toxicity (c) III 0.7769 77.69%
Estrogen receptor binding + 0.7719 77.19%
Androgen receptor binding + 0.7506 75.06%
Thyroid receptor binding + 0.5319 53.19%
Glucocorticoid receptor binding + 0.6944 69.44%
Aromatase binding - 0.5839 58.39%
PPAR gamma + 0.6203 62.03%
Honey bee toxicity - 0.8718 87.18%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6455 64.55%
Fish aquatic toxicity + 0.9783 97.83%

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 99.73% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 96.86% 90.17%
CHEMBL3194 P02766 Transthyretin 92.02% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.73% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.28% 94.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.02% 94.45%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.90% 94.08%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.83% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.76% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.72% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.41% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.83% 99.15%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.81% 94.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.69% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.01% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.83% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 84.59% 91.49%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.21% 91.03%
CHEMBL2581 P07339 Cathepsin D 83.20% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 83.17% 91.19%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.09% 91.71%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 82.76% 97.53%
CHEMBL2535 P11166 Glucose transporter 81.85% 98.75%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 81.45% 94.97%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.70% 97.33%

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.
Ipomoea pes-caprae

Cross-Links

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PubChem 163185798
LOTUS LTS0024798
wikiData Q105223779