1(2H)-Naphthalenone, 3,4-dihydro-4-hydroxy-3,6-dimethyl-, (3S,4S)-

Details

• Internal ID: 48d188b5-043d-4685-86c4-1062c18feaa1
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (3S,4S)-4-hydroxy-3,6-dimethyl-3,4-dihydro-2H-naphthalen-1-one
• SMILES (Canonical): CC1CC(=O)C2=C(C1O)C=C(C=C2)C
• SMILES (Isomeric): C[C@H]1CC(=O)C2=C([C@H]1O)C=C(C=C2)C
• InChI: InChI=1S/C12H14O2/c1-7-3-4-9-10(5-7)12(14)8(2)6-11(9)13/h3-5,8,12,14H,6H2,1-2H3/t8-,12-/m0/s1
• InChI Key: VZXVULZANASHHG-UFBFGSQYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.24 g/mol
• Exact Mass: 190.099379685 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 1(2H)-Naphthalenone, 3,4-dihydro-4-hydroxy-3,6-dimethyl-, (3S,4S)-
• 1932043-30-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7548	75.48%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8099	80.99%
OATP2B1 inhibitior	-	0.8643	86.43%
OATP1B1 inhibitior	+	0.9346	93.46%
OATP1B3 inhibitior	+	0.9731	97.31%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8876	88.76%
P-glycoprotein inhibitior	-	0.9726	97.26%
P-glycoprotein substrate	-	0.8574	85.74%
CYP3A4 substrate	-	0.5751	57.51%
CYP2C9 substrate	-	0.7622	76.22%
CYP2D6 substrate	-	0.7765	77.65%
CYP3A4 inhibition	-	0.8316	83.16%
CYP2C9 inhibition	-	0.6991	69.91%
CYP2C19 inhibition	-	0.5919	59.19%
CYP2D6 inhibition	-	0.8482	84.82%
CYP1A2 inhibition	+	0.9350	93.50%
CYP2C8 inhibition	-	0.9366	93.66%
CYP inhibitory promiscuity	-	0.8586	85.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8035	80.35%
Carcinogenicity (trinary)	Non-required	0.5623	56.23%
Eye corrosion	-	0.9381	93.81%
Eye irritation	-	0.7048	70.48%
Skin irritation	+	0.5308	53.08%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7265	72.65%
Micronuclear	-	0.6723	67.23%
Hepatotoxicity	+	0.7149	71.49%
skin sensitisation	+	0.8140	81.40%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5070	50.70%
Acute Oral Toxicity (c)	III	0.7086	70.86%
Estrogen receptor binding	-	0.8877	88.77%
Androgen receptor binding	-	0.6813	68.13%
Thyroid receptor binding	-	0.7518	75.18%
Glucocorticoid receptor binding	-	0.8042	80.42%
Aromatase binding	-	0.8787	87.87%
PPAR gamma	-	0.7907	79.07%
Honey bee toxicity	-	0.9534	95.34%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9204	92.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.49%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.88%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.03%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.48%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.66%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.43%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.40%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.01%	85.14%
CHEMBL2039	P27338	Monoamine oxidase B	82.47%	92.51%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.70%	86.33%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.67%	86.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.43%	90.93%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.31%	93.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.12%	93.56%

Plants that contains it

• Pyrola rotundifolia

Cross-Links

• PubChem: 10352511
• LOTUS: LTS0121119
• wikiData: Q105300039