7,8-Dihydroxy-6-(2-hydroxypropan-2-yl)-4-methylnaphthalene-1-carbaldehyde

Details

• Internal ID: 96f34f2a-7253-41c5-abdc-f22122548bf7
• Taxonomy: Benzenoids > Naphthalenes > Naphthols and derivatives
• IUPAC Name: 7,8-dihydroxy-6-(2-hydroxypropan-2-yl)-4-methylnaphthalene-1-carbaldehyde
• SMILES (Canonical): CC1=C2C=C(C(=C(C2=C(C=C1)C=O)O)O)C(C)(C)O
• SMILES (Isomeric): CC1=C2C=C(C(=C(C2=C(C=C1)C=O)O)O)C(C)(C)O
• InChI: InChI=1S/C15H16O4/c1-8-4-5-9(7-16)12-10(8)6-11(15(2,3)19)13(17)14(12)18/h4-7,17-19H,1-3H3
• InChI Key: KBVALMFOLUGDBB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	+	0.5564	55.64%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7631	76.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8289	82.89%
OATP1B3 inhibitior	+	0.8927	89.27%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6591	65.91%
P-glycoprotein inhibitior	-	0.9257	92.57%
P-glycoprotein substrate	-	0.8639	86.39%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	-	0.7722	77.22%
CYP3A4 inhibition	-	0.7013	70.13%
CYP2C9 inhibition	-	0.7886	78.86%
CYP2C19 inhibition	-	0.8987	89.87%
CYP2D6 inhibition	-	0.8721	87.21%
CYP1A2 inhibition	+	0.9066	90.66%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.6753	67.53%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5903	59.03%
Eye corrosion	-	0.9900	99.00%
Eye irritation	+	0.9557	95.57%
Skin irritation	-	0.6304	63.04%
Skin corrosion	-	0.8580	85.80%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6810	68.10%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.6483	64.83%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8189	81.89%
Acute Oral Toxicity (c)	III	0.7491	74.91%
Estrogen receptor binding	+	0.8839	88.39%
Androgen receptor binding	+	0.5810	58.10%
Thyroid receptor binding	+	0.6572	65.72%
Glucocorticoid receptor binding	+	0.8964	89.64%
Aromatase binding	+	0.7570	75.70%
PPAR gamma	+	0.6380	63.80%
Honey bee toxicity	-	0.9484	94.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9873	98.73%

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	97.00%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.32%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	95.82%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.30%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.26%	94.73%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	92.15%	98.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	89.95%	90.93%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.10%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.68%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.83%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.49%	97.36%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	80.23%	95.70%

Plants that contains it

• Emmotum nitens

Cross-Links

• PubChem: 45117807
• LOTUS: LTS0119097
• wikiData: Q105138541