CID 160699

Details

• Internal ID: 4605088d-30aa-4c1f-806c-412bd62303ff
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 5,8-dihydroxy-2,6,7-trimethoxynaphthalene-1,4-dione
• SMILES (Canonical): COC1=CC(=O)C2=C(C1=O)C(=C(C(=C2O)OC)OC)O
• SMILES (Isomeric): COC1=CC(=O)C2=C(C1=O)C(=C(C(=C2O)OC)OC)O
• InChI: InChI=1S/C13H12O7/c1-18-6-4-5(14)7-8(9(6)15)11(17)13(20-3)12(19-2)10(7)16/h4,16-17H,1-3H3
• InChI Key: FNWLMRVSPWHCBU-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₇
• Molecular Weight: 280.23 g/mol
• Exact Mass: 280.05830272 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	-	0.5737	57.37%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7392	73.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9189	91.89%
OATP1B3 inhibitior	+	0.9213	92.13%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7855	78.55%
P-glycoprotein inhibitior	-	0.8482	84.82%
P-glycoprotein substrate	-	0.9823	98.23%
CYP3A4 substrate	-	0.6072	60.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8281	82.81%
CYP3A4 inhibition	-	0.6391	63.91%
CYP2C9 inhibition	-	0.6551	65.51%
CYP2C19 inhibition	-	0.5878	58.78%
CYP2D6 inhibition	-	0.7750	77.50%
CYP1A2 inhibition	+	0.8860	88.60%
CYP2C8 inhibition	-	0.7924	79.24%
CYP inhibitory promiscuity	+	0.6251	62.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9056	90.56%
Carcinogenicity (trinary)	Non-required	0.5166	51.66%
Eye corrosion	-	0.9791	97.91%
Eye irritation	+	0.9035	90.35%
Skin irritation	-	0.6010	60.10%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7119	71.19%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7527	75.27%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6679	66.79%
Acute Oral Toxicity (c)	II	0.5657	56.57%
Estrogen receptor binding	+	0.7424	74.24%
Androgen receptor binding	-	0.6134	61.34%
Thyroid receptor binding	-	0.7325	73.25%
Glucocorticoid receptor binding	+	0.6061	60.61%
Aromatase binding	-	0.5394	53.94%
PPAR gamma	+	0.5411	54.11%
Honey bee toxicity	-	0.9250	92.50%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9856	98.56%

Targets

Proven Targets:

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	95.43%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.42%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.88%	98.95%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	87.36%	92.68%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.24%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.42%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.30%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.12%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.87%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.66%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.19%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 160699
• LOTUS: LTS0041220
• wikiData: Q82937148