7,8-Dihydroxy-4-methyl-6-(propan-2-yl)naphthalene-1-carbaldehyde

Details

• Internal ID: 348b9c94-4049-4c11-8d3e-23d35500bd56
• Taxonomy: Benzenoids > Naphthalenes > Naphthols and derivatives
• IUPAC Name: 7,8-dihydroxy-4-methyl-6-propan-2-ylnaphthalene-1-carbaldehyde
• SMILES (Canonical): CC1=C2C=C(C(=C(C2=C(C=C1)C=O)O)O)C(C)C
• SMILES (Isomeric): CC1=C2C=C(C(=C(C2=C(C=C1)C=O)O)O)C(C)C
• InChI: InChI=1S/C15H16O3/c1-8(2)11-6-12-9(3)4-5-10(7-16)13(12)15(18)14(11)17/h4-8,17-18H,1-3H3
• InChI Key: UBISCFIISWFGTJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• DTXSID10701435
• 7,8-Dihydroxy-4-methyl-6-(propan-2-yl)naphthalene-1-carbaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.8356	83.56%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8926	89.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7904	79.04%
OATP1B3 inhibitior	+	0.8429	84.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6845	68.45%
P-glycoprotein inhibitior	-	0.9113	91.13%
P-glycoprotein substrate	-	0.8621	86.21%
CYP3A4 substrate	-	0.5408	54.08%
CYP2C9 substrate	-	0.7659	76.59%
CYP2D6 substrate	-	0.7538	75.38%
CYP3A4 inhibition	-	0.8726	87.26%
CYP2C9 inhibition	-	0.5118	51.18%
CYP2C19 inhibition	-	0.7867	78.67%
CYP2D6 inhibition	-	0.8924	89.24%
CYP1A2 inhibition	+	0.9392	93.92%
CYP2C8 inhibition	-	0.7145	71.45%
CYP inhibitory promiscuity	-	0.6109	61.09%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5254	52.54%
Eye corrosion	-	0.9830	98.30%
Eye irritation	+	0.8200	82.00%
Skin irritation	-	0.5687	56.87%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6628	66.28%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.5650	56.50%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8388	83.88%
Acute Oral Toxicity (c)	III	0.8192	81.92%
Estrogen receptor binding	+	0.8902	89.02%
Androgen receptor binding	-	0.5216	52.16%
Thyroid receptor binding	+	0.5994	59.94%
Glucocorticoid receptor binding	+	0.7710	77.10%
Aromatase binding	+	0.6264	62.64%
PPAR gamma	-	0.6271	62.71%
Honey bee toxicity	-	0.8873	88.73%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9896	98.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.36%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.18%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.92%	91.11%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	93.95%	98.11%
CHEMBL3401	O75469	Pregnane X receptor	92.56%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.64%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.39%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.22%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.22%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.84%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.54%	91.49%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.65%	93.65%

Plants that contains it

• Emmotum nitens

Cross-Links

• PubChem: 53438677
• LOTUS: LTS0159015
• wikiData: Q82633084