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6-[[3,5-Dihydroxy-2-(2,5,7-trihydroxy-2-methyl-4-oxo-1,3-dihydronaphthalene-1-carbonyl)phenyl]methyl]-4-hydroxypyran-2-one

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 c197a746-1d3f-4734-9a9a-785fe5f4b40e
Taxonomy Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives
IUPAC Name 6-[[3,5-dihydroxy-2-(2,5,7-trihydroxy-2-methyl-4-oxo-1,3-dihydronaphthalene-1-carbonyl)phenyl]methyl]-4-hydroxypyran-2-one
SMILES (Canonical) CC1(CC(=O)C2=C(C1C(=O)C3=C(C=C(C=C3O)O)CC4=CC(=CC(=O)O4)O)C=C(C=C2O)O)O
SMILES (Isomeric) CC1(CC(=O)C2=C(C1C(=O)C3=C(C=C(C=C3O)O)CC4=CC(=CC(=O)O4)O)C=C(C=C2O)O)O
InChI InChI=1S/C24H20O10/c1-24(33)9-18(30)21-15(5-13(27)7-17(21)29)22(24)23(32)20-10(2-11(25)6-16(20)28)3-14-4-12(26)8-19(31)34-14/h2,4-8,22,25-29,33H,3,9H2,1H3
InChI Key PYINYXFTPHYGBF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H20O10
Molecular Weight 468.40 g/mol
Exact Mass 468.10564683 g/mol
Topological Polar Surface Area (TPSA) 182.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.06
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[3,5-Dihydroxy-2-(2,5,7-trihydroxy-2-methyl-4-oxo-1,3-dihydronaphthalene-1-carbonyl)phenyl]methyl]-4-hydroxypyran-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8364 83.64%
Caco-2 - 0.7193 71.93%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6205 62.05%
OATP2B1 inhibitior + 0.5686 56.86%
OATP1B1 inhibitior + 0.8373 83.73%
OATP1B3 inhibitior + 0.9516 95.16%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7665 76.65%
P-glycoprotein inhibitior - 0.4756 47.56%
P-glycoprotein substrate - 0.7343 73.43%
CYP3A4 substrate + 0.6588 65.88%
CYP2C9 substrate + 0.8580 85.80%
CYP2D6 substrate - 0.8667 86.67%
CYP3A4 inhibition - 0.5986 59.86%
CYP2C9 inhibition - 0.7547 75.47%
CYP2C19 inhibition - 0.9406 94.06%
CYP2D6 inhibition - 0.9123 91.23%
CYP1A2 inhibition - 0.8737 87.37%
CYP2C8 inhibition + 0.6218 62.18%
CYP inhibitory promiscuity - 0.8911 89.11%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5804 58.04%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.8219 82.19%
Skin irritation - 0.6838 68.38%
Skin corrosion - 0.8892 88.92%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7728 77.28%
Micronuclear + 0.6400 64.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8815 88.15%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.5323 53.23%
Acute Oral Toxicity (c) I 0.5840 58.40%
Estrogen receptor binding + 0.8200 82.00%
Androgen receptor binding + 0.7749 77.49%
Thyroid receptor binding - 0.5380 53.80%
Glucocorticoid receptor binding + 0.8139 81.39%
Aromatase binding + 0.6186 61.86%
PPAR gamma + 0.7146 71.46%
Honey bee toxicity - 0.8718 87.18%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9458 94.58%

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%
CHEMBL2581 P07339 Cathepsin D 95.08% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.85% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.35% 94.45%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 91.45% 95.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.32% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.85% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.62% 89.00%
CHEMBL4208 P20618 Proteasome component C5 87.32% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.17% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.13% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.01% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 83.48% 95.93%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.29% 96.95%
CHEMBL1929 P47989 Xanthine dehydrogenase 82.69% 96.12%
CHEMBL3401 O75469 Pregnane X receptor 81.40% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.98% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.48% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.31% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.25% 92.62%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.06% 91.24%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.03% 97.25%

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 121434270
LOTUS LTS0101193
wikiData Q105216604