6-Ethyl-5-hydroxy-2,7-dimethoxynaphthalene-1,4-dione

Details

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Internal ID 984aaaa8-36c1-492e-b306-9fcbb95f6cf5
Taxonomy Benzenoids > Naphthalenes > Naphthoquinones
IUPAC Name 6-ethyl-5-hydroxy-2,7-dimethoxynaphthalene-1,4-dione
SMILES (Canonical) CCC1=C(C=C2C(=C1O)C(=O)C=C(C2=O)OC)OC
SMILES (Isomeric) CCC1=C(C=C2C(=C1O)C(=O)C=C(C2=O)OC)OC
InChI InChI=1S/C14H14O5/c1-4-7-10(18-2)5-8-12(14(7)17)9(15)6-11(19-3)13(8)16/h5-6,17H,4H2,1-3H3
InChI Key KRSHMRFACGPISX-UHFFFAOYSA-N
Popularity 9 references in papers

Physical and Chemical Properties

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Molecular Formula C14H14O5
Molecular Weight 262.26 g/mol
Exact Mass 262.08412354 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 2.60
Atomic LogP (AlogP) 1.87
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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6-Ethyl-5-hydroxy-2,7-dimethoxynaphthalene-1,4-dione
6-Ethyl-2,7-dimethoxyjuglone
1,4-Naphthalenedione, 6-ethyl-5-hydroxy-2,7-dimethoxy-
6-ethyl-5-hydroxy-2,7-dimethoxy-1,4-dihydronaphthalene-1,4-dione
6-Ethyl-2,7-dimethoxyjuglone; 6-Ethyl-5-hydroxy-2,7-dimethoxy-1,4-naphthoquinone
CHEMBL2204404
DTXSID90567677
HY-N10233
BS-1499
PD126791
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 6-Ethyl-5-hydroxy-2,7-dimethoxynaphthalene-1,4-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9967 99.67%
Caco-2 + 0.7238 72.38%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.7286 72.86%
Subcellular localzation Mitochondria 0.7855 78.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8427 84.27%
OATP1B3 inhibitior + 0.9349 93.49%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.8458 84.58%
P-glycoprotein inhibitior - 0.8428 84.28%
P-glycoprotein substrate - 0.8286 82.86%
CYP3A4 substrate - 0.5199 51.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8197 81.97%
CYP3A4 inhibition - 0.8530 85.30%
CYP2C9 inhibition - 0.6650 66.50%
CYP2C19 inhibition - 0.6205 62.05%
CYP2D6 inhibition - 0.8876 88.76%
CYP1A2 inhibition + 0.7479 74.79%
CYP2C8 inhibition + 0.5444 54.44%
CYP inhibitory promiscuity + 0.6519 65.19%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9224 92.24%
Carcinogenicity (trinary) Non-required 0.5720 57.20%
Eye corrosion - 0.9830 98.30%
Eye irritation + 0.7054 70.54%
Skin irritation - 0.7406 74.06%
Skin corrosion - 0.9572 95.72%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5690 56.90%
Micronuclear + 0.5718 57.18%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.6652 66.52%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7936 79.36%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6221 62.21%
Acute Oral Toxicity (c) II 0.4891 48.91%
Estrogen receptor binding + 0.7346 73.46%
Androgen receptor binding - 0.5327 53.27%
Thyroid receptor binding - 0.7398 73.98%
Glucocorticoid receptor binding - 0.4861 48.61%
Aromatase binding + 0.6294 62.94%
PPAR gamma + 0.5807 58.07%
Honey bee toxicity - 0.9160 91.60%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6649 66.49%
Fish aquatic toxicity + 0.9898 98.98%

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
CHEMBL2581 P07339 Cathepsin D 95.63% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.46% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.54% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.43% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.90% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.70% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.90% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.41% 94.00%
CHEMBL4208 P20618 Proteasome component C5 84.18% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.12% 99.17%
CHEMBL2535 P11166 Glucose transporter 84.10% 98.75%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.71% 89.34%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.40% 93.99%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 82.27% 96.67%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.32% 94.45%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 80.08% 92.68%

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.
Pinalia yunnanensis

Cross-Links

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PubChem 15061180
LOTUS LTS0158769
wikiData Q82453656