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1,4-Dihydroxynaphthalene

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 fefd958b-7faf-476b-a248-0d852f400210
Taxonomy Benzenoids > Naphthalenes > Naphthols and derivatives
IUPAC Name naphthalene-1,4-diol
SMILES (Canonical) C1=CC=C2C(=C1)C(=CC=C2O)O
SMILES (Isomeric) C1=CC=C2C(=C1)C(=CC=C2O)O
InChI InChI=1S/C10H8O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6,11-12H
InChI Key PCILLCXFKWDRMK-UHFFFAOYSA-N
Popularity 177 references in papers

Physical and Chemical Properties

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Molecular Formula C10H8O2
Molecular Weight 160.17 g/mol
Exact Mass 160.052429494 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.25
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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Naphthalene-1,4-diol
571-60-8
1,4-NAPHTHALENEDIOL
1,4-Naphthohydroquinone
Hydronaphthoquinone
Naphthohydroquinone
1,4-Naphthoquinol
alpha-Naphthoquinhydrone
CCRIS 7897
EINECS 209-336-4
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 1,4-Dihydroxynaphthalene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.8413 84.13%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.6030 60.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9645 96.45%
OATP1B3 inhibitior + 0.9124 91.24%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.9026 90.26%
P-glycoprotein inhibitior - 0.9685 96.85%
P-glycoprotein substrate - 0.9960 99.60%
CYP3A4 substrate - 0.7668 76.68%
CYP2C9 substrate - 0.8333 83.33%
CYP2D6 substrate + 0.3949 39.49%
CYP3A4 inhibition - 0.8669 86.69%
CYP2C9 inhibition - 0.5293 52.93%
CYP2C19 inhibition - 0.5000 50.00%
CYP2D6 inhibition - 0.9362 93.62%
CYP1A2 inhibition + 0.9360 93.60%
CYP2C8 inhibition - 0.9311 93.11%
CYP inhibitory promiscuity - 0.5116 51.16%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.6684 66.84%
Carcinogenicity (trinary) Warning 0.5063 50.63%
Eye corrosion - 0.9641 96.41%
Eye irritation + 1.0000 100.00%
Skin irritation + 0.6671 66.71%
Skin corrosion - 0.9877 98.77%
Ames mutagenesis + 0.8900 89.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8371 83.71%
Micronuclear - 0.6175 61.75%
Hepatotoxicity + 0.8000 80.00%
skin sensitisation + 0.8878 88.78%
Respiratory toxicity - 0.8222 82.22%
Reproductive toxicity - 0.5556 55.56%
Mitochondrial toxicity - 0.7500 75.00%
Nephrotoxicity - 0.6936 69.36%
Acute Oral Toxicity (c) III 0.7241 72.41%
Estrogen receptor binding + 0.7775 77.75%
Androgen receptor binding + 0.5823 58.23%
Thyroid receptor binding + 0.5481 54.81%
Glucocorticoid receptor binding + 0.5472 54.72%
Aromatase binding - 0.6046 60.46%
PPAR gamma + 0.7374 73.74%
Honey bee toxicity - 0.9661 96.61%
Biodegradation + 0.5250 52.50%
Crustacea aquatic toxicity + 0.7000 70.00%
Fish aquatic toxicity + 0.9039 90.39%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 1500 nM
10000 nM
 IC50
IC50
 PMID: 20055453
PMID: 20055453

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.77% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 95.87% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.83% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.86% 94.62%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.55% 99.15%

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.
Juglans regia

Cross-Links

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PubChem 11305
NPASS NPC233827
ChEMBL CHEMBL206816