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5-[2-Carboxy-3-[5-[3-carboxy-4-(3,4-dihydroxyphenyl)-6,7-dihydroxy-3,4-dihydronaphthalene-2-carbonyl]oxy-6-(carboxymethyl)-4-hydroxyoxan-3-yl]oxycarbonyl-6,7-dihydroxy-1,2-dihydronaphthalen-1-yl]-6-oxopyran-2-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 ff85620a-dd0f-416e-a2be-e007286a75cd
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
IUPAC Name 5-[2-carboxy-3-[5-[3-carboxy-4-(3,4-dihydroxyphenyl)-6,7-dihydroxy-3,4-dihydronaphthalene-2-carbonyl]oxy-6-(carboxymethyl)-4-hydroxyoxan-3-yl]oxycarbonyl-6,7-dihydroxy-1,2-dihydronaphthalen-1-yl]-6-oxopyran-2-carboxylic acid
SMILES (Canonical) C1C(C(C(C(O1)CC(=O)O)OC(=O)C2=CC3=CC(=C(C=C3C(C2C(=O)O)C4=CC(=C(C=C4)O)O)O)O)O)OC(=O)C5=CC6=CC(=C(C=C6C(C5C(=O)O)C7=CC=C(OC7=O)C(=O)O)O)O
SMILES (Isomeric) C1C(C(C(C(O1)CC(=O)O)OC(=O)C2=CC3=CC(=C(C=C3C(C2C(=O)O)C4=CC(=C(C=C4)O)O)O)O)O)OC(=O)C5=CC6=CC(=C(C=C6C(C5C(=O)O)C7=CC=C(OC7=O)C(=O)O)O)O
InChI InChI=1S/C43H34O22/c44-22-3-1-14(7-23(22)45)32-18-10-26(48)24(46)8-15(18)5-20(34(32)39(55)56)43(61)65-37-29(12-31(50)51)62-13-30(36(37)52)64-42(60)21-6-16-9-25(47)27(49)11-19(16)33(35(21)40(57)58)17-2-4-28(38(53)54)63-41(17)59/h1-11,29-30,32-37,44-49,52H,12-13H2,(H,50,51)(H,53,54)(H,55,56)(H,57,58)
InChI Key WBDDOBOPOLSOQE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H34O22
Molecular Weight 902.70 g/mol
Exact Mass 902.15417271 g/mol
Topological Polar Surface Area (TPSA) 379.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.79
H-Bond Acceptor 18
H-Bond Donor 11
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[2-Carboxy-3-[5-[3-carboxy-4-(3,4-dihydroxyphenyl)-6,7-dihydroxy-3,4-dihydronaphthalene-2-carbonyl]oxy-6-(carboxymethyl)-4-hydroxyoxan-3-yl]oxycarbonyl-6,7-dihydroxy-1,2-dihydronaphthalen-1-yl]-6-oxopyran-2-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 + 0.8580 85.80%
Caco-2 - 0.8809 88.09%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7556 75.56%
OATP2B1 inhibitior - 0.7124 71.24%
OATP1B1 inhibitior + 0.8594 85.94%
OATP1B3 inhibitior + 0.9550 95.50%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7660 76.60%
P-glycoprotein inhibitior + 0.7245 72.45%
P-glycoprotein substrate + 0.5805 58.05%
CYP3A4 substrate + 0.6720 67.20%
CYP2C9 substrate - 0.5973 59.73%
CYP2D6 substrate - 0.8588 85.88%
CYP3A4 inhibition - 0.8784 87.84%
CYP2C9 inhibition - 0.6295 62.95%
CYP2C19 inhibition - 0.6557 65.57%
CYP2D6 inhibition - 0.8542 85.42%
CYP1A2 inhibition - 0.7581 75.81%
CYP2C8 inhibition + 0.7600 76.00%
CYP inhibitory promiscuity - 0.8164 81.64%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6540 65.40%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.8991 89.91%
Skin irritation - 0.8002 80.02%
Skin corrosion - 0.9534 95.34%
Ames mutagenesis + 0.5436 54.36%
Human Ether-a-go-go-Related Gene inhibition - 0.3629 36.29%
Micronuclear + 0.7018 70.18%
Hepatotoxicity - 0.6040 60.40%
skin sensitisation - 0.8295 82.95%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.9416 94.16%
Acute Oral Toxicity (c) III 0.4079 40.79%
Estrogen receptor binding + 0.7579 75.79%
Androgen receptor binding + 0.7299 72.99%
Thyroid receptor binding + 0.5286 52.86%
Glucocorticoid receptor binding - 0.5384 53.84%
Aromatase binding + 0.5734 57.34%
PPAR gamma + 0.7294 72.94%
Honey bee toxicity - 0.7089 70.89%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6350 63.50%
Fish aquatic toxicity + 0.9882 98.82%

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 99.76% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.96% 98.95%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 95.90% 95.17%
CHEMBL1951 P21397 Monoamine oxidase A 93.87% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.66% 97.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.01% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.97% 94.45%
CHEMBL3194 P02766 Transthyretin 92.47% 90.71%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.80% 97.28%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.06% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.10% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.70% 96.09%
CHEMBL3492 P49721 Proteasome Macropain subunit 88.38% 90.24%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 87.82% 89.67%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.58% 83.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 85.48% 91.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.97% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 83.98% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.70% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.29% 94.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.42% 93.00%

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.
Bazzania trilobata

Cross-Links

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PubChem 162963864
LOTUS LTS0256384
wikiData Q105300659