5,8-Dihydroxy-2-methoxy-3-methylnaphthalene-1,4-dione

Details

• Internal ID: 2ba039c6-c53a-4ade-9409-b58d875a596b
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 5,8-dihydroxy-2-methoxy-3-methylnaphthalene-1,4-dione
• SMILES (Canonical): CC1=C(C(=O)C2=C(C=CC(=C2C1=O)O)O)OC
• SMILES (Isomeric): CC1=C(C(=O)C2=C(C=CC(=C2C1=O)O)O)OC
• InChI: InChI=1S/C12H10O5/c1-5-10(15)8-6(13)3-4-7(14)9(8)11(16)12(5)17-2/h3-4,13-14H,1-2H3
• InChI Key: OFWDPOZCVBLOIH-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: 2.40
• Atomic LogP (AlogP): 1.40
• 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	+	0.9946	99.46%
Caco-2	-	0.7646	76.46%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7577	75.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9624	96.24%
OATP1B3 inhibitior	+	0.9639	96.39%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9342	93.42%
P-glycoprotein inhibitior	-	0.9020	90.20%
P-glycoprotein substrate	-	0.9886	98.86%
CYP3A4 substrate	-	0.6385	63.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8442	84.42%
CYP3A4 inhibition	-	0.6442	64.42%
CYP2C9 inhibition	+	0.8189	81.89%
CYP2C19 inhibition	+	0.7370	73.70%
CYP2D6 inhibition	-	0.6397	63.97%
CYP1A2 inhibition	+	0.9194	91.94%
CYP2C8 inhibition	-	0.9252	92.52%
CYP inhibitory promiscuity	+	0.7628	76.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8835	88.35%
Carcinogenicity (trinary)	Non-required	0.5615	56.15%
Eye corrosion	-	0.9800	98.00%
Eye irritation	+	0.8396	83.96%
Skin irritation	-	0.5402	54.02%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8138	81.38%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5355	53.55%
skin sensitisation	-	0.6305	63.05%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7153	71.53%
Acute Oral Toxicity (c)	II	0.4662	46.62%
Estrogen receptor binding	+	0.7369	73.69%
Androgen receptor binding	-	0.5813	58.13%
Thyroid receptor binding	-	0.6928	69.28%
Glucocorticoid receptor binding	-	0.5668	56.68%
Aromatase binding	-	0.5454	54.54%
PPAR gamma	-	0.5849	58.49%
Honey bee toxicity	-	0.9596	95.96%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9863	98.63%

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	96.35%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.74%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.39%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.98%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.77%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	83.70%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.61%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.07%	86.33%

Plants that contains it

• Aloe secundiflora

Cross-Links

• PubChem: 162846385
• LOTUS: LTS0257168
• wikiData: Q105191430