2,5-Dihydroxy-3-methoxy-7-methylnaphthalene-1,4-dione

Details

• Internal ID: fd692c4b-6787-47cd-8540-26f7841719ba
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 2,5-dihydroxy-3-methoxy-7-methylnaphthalene-1,4-dione
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C(=C(C2=O)O)OC
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C(=C(C2=O)O)OC
• InChI: InChI=1S/C12H10O5/c1-5-3-6-8(7(13)4-5)10(15)12(17-2)11(16)9(6)14/h3-4,13,16H,1-2H3
• InChI Key: XLVLDYBIPSXVNI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₅
• Molecular Weight: 234.20 g/mol
• Exact Mass: 234.05282342 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	-	0.6016	60.16%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7744	77.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9430	94.30%
OATP1B3 inhibitior	+	0.9677	96.77%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8423	84.23%
P-glycoprotein inhibitior	-	0.9076	90.76%
P-glycoprotein substrate	-	0.9822	98.22%
CYP3A4 substrate	-	0.5348	53.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8654	86.54%
CYP3A4 inhibition	-	0.6453	64.53%
CYP2C9 inhibition	+	0.7306	73.06%
CYP2C19 inhibition	+	0.6460	64.60%
CYP2D6 inhibition	-	0.6732	67.32%
CYP1A2 inhibition	+	0.9233	92.33%
CYP2C8 inhibition	-	0.8817	88.17%
CYP inhibitory promiscuity	+	0.6979	69.79%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8756	87.56%
Carcinogenicity (trinary)	Non-required	0.5308	53.08%
Eye corrosion	-	0.9722	97.22%
Eye irritation	+	0.9698	96.98%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7720	77.20%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.6692	66.92%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6524	65.24%
Acute Oral Toxicity (c)	II	0.5345	53.45%
Estrogen receptor binding	+	0.7796	77.96%
Androgen receptor binding	-	0.5772	57.72%
Thyroid receptor binding	-	0.7357	73.57%
Glucocorticoid receptor binding	+	0.5595	55.95%
Aromatase binding	-	0.5858	58.58%
PPAR gamma	+	0.5423	54.23%
Honey bee toxicity	-	0.8966	89.66%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9847	98.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.99%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.37%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.21%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.11%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.22%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.09%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.45%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.75%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.69%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.03%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.95%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.36%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.03%	96.67%
CHEMBL4208	P20618	Proteasome component C5	80.63%	90.00%
CHEMBL2056	P21728	Dopamine D1 receptor	80.51%	91.00%

Plants that contains it

• Nepenthes rafflesiana

Cross-Links

• PubChem: 136714656
• LOTUS: LTS0261030
• wikiData: Q105330432