Methyl 1,4-dihydroxy-2-naphthoate

Details

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Internal ID b0deaddf-e61c-4c89-8e70-31f1800e4ba4
Taxonomy Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives > Naphthalenecarboxylic acids
IUPAC Name methyl 1,4-dihydroxynaphthalene-2-carboxylate
SMILES (Canonical) COC(=O)C1=C(C2=CC=CC=C2C(=C1)O)O
SMILES (Isomeric) COC(=O)C1=C(C2=CC=CC=C2C(=C1)O)O
InChI InChI=1S/C12H10O4/c1-16-12(15)9-6-10(13)7-4-2-3-5-8(7)11(9)14/h2-6,13-14H,1H3
InChI Key CRMAPJSLKLVFBT-UHFFFAOYSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C12H10O4
Molecular Weight 218.20 g/mol
Exact Mass 218.05790880 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.04
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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77060-74-3
methyl 1,4-dihydroxynaphthalene-2-carboxylate
1,4-dihydroxy-2-Naphthalenecarboxylic acid methyl ester
2-Naphthalenecarboxylic acid, 1,4-dihydroxy-, methyl ester
Methyl1,4-dihydroxy-2-naphthoate
MFCD00573066
SCHEMBL1791233
DTXSID70345394
AMY42043
CDA06074
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Methyl 1,4-dihydroxy-2-naphthoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9930 99.30%
Caco-2 + 0.5962 59.62%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.8549 85.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9051 90.51%
OATP1B3 inhibitior + 0.9734 97.34%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.7506 75.06%
P-glycoprotein inhibitior - 0.8903 89.03%
P-glycoprotein substrate - 0.9522 95.22%
CYP3A4 substrate - 0.5229 52.29%
CYP2C9 substrate - 0.6274 62.74%
CYP2D6 substrate - 0.8507 85.07%
CYP3A4 inhibition - 0.8811 88.11%
CYP2C9 inhibition + 0.5568 55.68%
CYP2C19 inhibition - 0.7112 71.12%
CYP2D6 inhibition - 0.9333 93.33%
CYP1A2 inhibition + 0.8579 85.79%
CYP2C8 inhibition - 0.5689 56.89%
CYP inhibitory promiscuity - 0.6463 64.63%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7781 77.81%
Carcinogenicity (trinary) Non-required 0.5157 51.57%
Eye corrosion - 0.9816 98.16%
Eye irritation + 0.9553 95.53%
Skin irritation + 0.5480 54.80%
Skin corrosion - 0.9760 97.60%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7917 79.17%
Micronuclear + 0.8459 84.59%
Hepatotoxicity - 0.5632 56.32%
skin sensitisation - 0.9514 95.14%
Respiratory toxicity - 0.7889 78.89%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.7025 70.25%
Acute Oral Toxicity (c) II 0.5196 51.96%
Estrogen receptor binding + 0.7877 78.77%
Androgen receptor binding + 0.5905 59.05%
Thyroid receptor binding + 0.5423 54.23%
Glucocorticoid receptor binding + 0.8829 88.29%
Aromatase binding + 0.6104 61.04%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.9479 94.79%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7600 76.00%
Fish aquatic toxicity + 0.9830 98.30%

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 98.95% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 94.70% 91.49%
CHEMBL2535 P11166 Glucose transporter 90.83% 98.75%
CHEMBL2581 P07339 Cathepsin D 89.20% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.18% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 88.74% 94.73%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 86.52% 92.67%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.11% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.93% 99.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.14% 95.50%

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.
Rhoiptelea chiliantha

Cross-Links

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PubChem 604167
LOTUS LTS0055499
wikiData Q72490174