6-Ethyl-2,3,7-trihydroxyjuglone

Details

• Internal ID: 58b69cb4-417a-40e0-9da7-b0835514a121
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 6-ethyl-2,3,5,7-tetrahydroxynaphthalene-1,4-dione
• SMILES (Canonical): CCC1=C(C=C2C(=C1O)C(=O)C(=C(C2=O)O)O)O
• SMILES (Isomeric): CCC1=C(C=C2C(=C1O)C(=O)C(=C(C2=O)O)O)O
• InChI: InChI=1S/C12H10O6/c1-2-4-6(13)3-5-7(8(4)14)10(16)12(18)11(17)9(5)15/h3,13-14,17-18H,2H2,1H3
• InChI Key: DQUMEYNLMICRAA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₆
• Molecular Weight: 250.20 g/mol
• Exact Mass: 250.04773803 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• 13378-99-9
• 6-ethyl-1,4,5,7-tetrahydroxynaphthalene-2,3-dione
• 1,4-Naphthoquinone, 6-ethyl-2,3,5,7-tetrahydroxy-
• DQUMEYNLMICRAA-UHFFFAOYSA-N
• 6-Ethyl-2,3,5,7-tetrahydroxynaphthoquinone #
• 6-Ethyl-2,3,5,7-tetrahydroxy-1,4-naphthoquinone
• 6-ethyl-2,3,5,7-tetrahydroxynaphthalene-1,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9830	98.30%
Caco-2	-	0.5804	58.04%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6998	69.98%
OATP2B1 inhibitior	-	0.7171	71.71%
OATP1B1 inhibitior	+	0.8393	83.93%
OATP1B3 inhibitior	+	0.9706	97.06%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8838	88.38%
BSEP inhibitior	-	0.9535	95.35%
P-glycoprotein inhibitior	-	0.9640	96.40%
P-glycoprotein substrate	-	0.9562	95.62%
CYP3A4 substrate	-	0.6290	62.90%
CYP2C9 substrate	-	0.8174	81.74%
CYP2D6 substrate	-	0.8455	84.55%
CYP3A4 inhibition	-	0.8402	84.02%
CYP2C9 inhibition	+	0.6208	62.08%
CYP2C19 inhibition	-	0.8174	81.74%
CYP2D6 inhibition	-	0.8793	87.93%
CYP1A2 inhibition	+	0.7597	75.97%
CYP2C8 inhibition	-	0.8834	88.34%
CYP inhibitory promiscuity	+	0.5938	59.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8975	89.75%
Carcinogenicity (trinary)	Non-required	0.5775	57.75%
Eye corrosion	-	0.9841	98.41%
Eye irritation	+	0.9029	90.29%
Skin irritation	+	0.4921	49.21%
Skin corrosion	-	0.7859	78.59%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7131	71.31%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	+	0.5283	52.83%
skin sensitisation	+	0.6525	65.25%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6358	63.58%
Acute Oral Toxicity (c)	III	0.4399	43.99%
Estrogen receptor binding	+	0.5758	57.58%
Androgen receptor binding	-	0.5302	53.02%
Thyroid receptor binding	-	0.7690	76.90%
Glucocorticoid receptor binding	+	0.8611	86.11%
Aromatase binding	-	0.6556	65.56%
PPAR gamma	-	0.5404	54.04%
Honey bee toxicity	-	0.9722	97.22%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9922	99.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.46%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.78%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.07%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.04%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.27%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.02%	90.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.33%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	83.04%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.20%	96.09%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.71%	80.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.49%	96.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135782702
• LOTUS: LTS0267968
• wikiData: Q104987163