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(1S,3R,4R,5R)-3-[(E)-3-[4-[(2S,3R,4S,5S,6R)-6-[[(1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexanecarbonyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxyphenyl]prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-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 db42cd77-6fe0-444f-a865-147c0644ce3b
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name (1S,3R,4R,5R)-3-[(E)-3-[4-[(2S,3R,4S,5S,6R)-6-[[(1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexanecarbonyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxyphenyl]prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H44O22/c39-18-5-1-16(9-19(18)40)3-7-28(45)58-25-14-38(55,12-22(43)30(25)47)36(53)56-15-26-31(48)32(49)33(50)34(60-26)59-23-6-2-17(10-20(23)41)4-8-27(44)57-24-13-37(54,35(51)52)11-21(42)29(24)46/h1-10,21-22,24-26,29-34,39-43,46-50,54-55H,11-15H2,(H,51,52)/b7-3+,8-4+/t21-,22-,24-,25-,26-,29-,30-,31-,32+,33-,34-,37+,38+/m1/s1
InChI Key MEGCMHCHWAMJBV-QCNSHTHNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H44O22
Molecular Weight 852.70 g/mol
Exact Mass 852.23242303 g/mol
Topological Polar Surface Area (TPSA) 377.00 Ų
XlogP -2.40
Atomic LogP (AlogP) -3.34
H-Bond Acceptor 21
H-Bond Donor 13
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3R,4R,5R)-3-[(E)-3-[4-[(2S,3R,4S,5S,6R)-6-[[(1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexanecarbonyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxyphenyl]prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-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 - 0.5665 56.65%
Caco-2 - 0.8691 86.91%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.6426 64.26%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9078 90.78%
OATP1B3 inhibitior + 0.9111 91.11%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8490 84.90%
P-glycoprotein inhibitior + 0.7249 72.49%
P-glycoprotein substrate - 0.6226 62.26%
CYP3A4 substrate + 0.6562 65.62%
CYP2C9 substrate - 0.6055 60.55%
CYP2D6 substrate - 0.8654 86.54%
CYP3A4 inhibition - 0.8773 87.73%
CYP2C9 inhibition - 0.8529 85.29%
CYP2C19 inhibition - 0.8463 84.63%
CYP2D6 inhibition - 0.9214 92.14%
CYP1A2 inhibition - 0.9149 91.49%
CYP2C8 inhibition + 0.7026 70.26%
CYP inhibitory promiscuity - 0.9297 92.97%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6985 69.85%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9030 90.30%
Skin irritation - 0.8240 82.40%
Skin corrosion - 0.9472 94.72%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7977 79.77%
Micronuclear + 0.5266 52.66%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.7905 79.05%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.9515 95.15%
Acute Oral Toxicity (c) III 0.6800 68.00%
Estrogen receptor binding + 0.7742 77.42%
Androgen receptor binding + 0.6619 66.19%
Thyroid receptor binding + 0.5508 55.08%
Glucocorticoid receptor binding + 0.6287 62.87%
Aromatase binding + 0.5827 58.27%
PPAR gamma + 0.7453 74.53%
Honey bee toxicity - 0.7702 77.02%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6655 66.55%
Fish aquatic toxicity + 0.9665 96.65%

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 99.66% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.60% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.68% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.47% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.21% 89.00%
CHEMBL3194 P02766 Transthyretin 92.92% 90.71%
CHEMBL1951 P21397 Monoamine oxidase A 92.60% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.23% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.07% 97.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 90.83% 85.31%
CHEMBL4040 P28482 MAP kinase ERK2 89.95% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.12% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.04% 95.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.03% 83.00%
CHEMBL4208 P20618 Proteasome component C5 87.74% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.49% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.95% 97.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.78% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 82.17% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.54% 86.92%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.41% 89.62%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 80.21% 80.78%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.01% 94.62%

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.
Solanum viarum

Cross-Links

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PubChem 71456110
LOTUS LTS0142037
wikiData Q105162214