2-Ethoxy-5-hydroxy-6-(4-hydroxy-2-methyl-5,8-dioxonaphthalen-1-yl)-7-methylnaphthalene-1,4-dione

Details

Top
Internal ID 131d70d9-8303-4842-8597-1c506c53b3b1
Taxonomy Benzenoids > Naphthalenes > Naphthoquinones
IUPAC Name 2-ethoxy-5-hydroxy-6-(4-hydroxy-2-methyl-5,8-dioxonaphthalen-1-yl)-7-methylnaphthalene-1,4-dione
SMILES (Canonical) CCOC1=CC(=O)C2=C(C1=O)C=C(C(=C2O)C3=C4C(=O)C=CC(=O)C4=C(C=C3C)O)C
SMILES (Isomeric) CCOC1=CC(=O)C2=C(C1=O)C=C(C(=C2O)C3=C4C(=O)C=CC(=O)C4=C(C=C3C)O)C
InChI InChI=1S/C24H18O7/c1-4-31-17-9-16(28)20-12(23(17)29)7-10(2)19(24(20)30)18-11(3)8-15(27)21-13(25)5-6-14(26)22(18)21/h5-9,27,30H,4H2,1-3H3
InChI Key FMUMPGYKXFFJDC-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C24H18O7
Molecular Weight 418.40 g/mol
Exact Mass 418.10525291 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.62
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-Ethoxy-5-hydroxy-6-(4-hydroxy-2-methyl-5,8-dioxonaphthalen-1-yl)-7-methylnaphthalene-1,4-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9956 99.56%
Caco-2 - 0.6581 65.81%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability + 0.7429 74.29%
Subcellular localzation Mitochondria 0.8877 88.77%
OATP2B1 inhibitior - 0.5730 57.30%
OATP1B1 inhibitior + 0.9064 90.64%
OATP1B3 inhibitior - 0.2253 22.53%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4736 47.36%
P-glycoprotein inhibitior - 0.5242 52.42%
P-glycoprotein substrate - 0.8364 83.64%
CYP3A4 substrate + 0.5763 57.63%
CYP2C9 substrate - 0.8038 80.38%
CYP2D6 substrate - 0.8662 86.62%
CYP3A4 inhibition - 0.8683 86.83%
CYP2C9 inhibition + 0.8964 89.64%
CYP2C19 inhibition + 0.7181 71.81%
CYP2D6 inhibition - 0.8370 83.70%
CYP1A2 inhibition + 0.8935 89.35%
CYP2C8 inhibition - 0.6306 63.06%
CYP inhibitory promiscuity + 0.8304 83.04%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9175 91.75%
Carcinogenicity (trinary) Non-required 0.6050 60.50%
Eye corrosion - 0.9946 99.46%
Eye irritation - 0.7307 73.07%
Skin irritation - 0.8077 80.77%
Skin corrosion - 0.9661 96.61%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5185 51.85%
Micronuclear + 0.6559 65.59%
Hepatotoxicity + 0.5818 58.18%
skin sensitisation - 0.7332 73.32%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity + 0.4660 46.60%
Acute Oral Toxicity (c) III 0.6585 65.85%
Estrogen receptor binding + 0.8152 81.52%
Androgen receptor binding + 0.7235 72.35%
Thyroid receptor binding - 0.6546 65.46%
Glucocorticoid receptor binding + 0.6637 66.37%
Aromatase binding - 0.4903 49.03%
PPAR gamma + 0.7146 71.46%
Honey bee toxicity - 0.9146 91.46%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

Top

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
CHEMBL1951 P21397 Monoamine oxidase A 96.37% 91.49%
CHEMBL2581 P07339 Cathepsin D 96.17% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.08% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.91% 89.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 91.54% 96.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.78% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.19% 94.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.15% 97.21%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 88.78% 92.68%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.03% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 86.10% 94.75%
CHEMBL3401 O75469 Pregnane X receptor 85.43% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.48% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.28% 96.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.29% 99.15%
CHEMBL4208 P20618 Proteasome component C5 82.86% 90.00%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 82.64% 93.65%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 82.60% 95.52%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.44% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.30% 96.09%

Plants that contains it

Top
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.
Diospyros maritima

Cross-Links

Top
PubChem 163086403
LOTUS LTS0247565
wikiData Q104998053