8-[(2S)-2,3-dihydroxy-3-methylbutyl]-7-methoxy-1H-naphthalen-2-one

Details

• Internal ID: bf79acc6-9bd3-479a-918d-298f296f5b27
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: 8-[(2S)-2,3-dihydroxy-3-methylbutyl]-7-methoxy-1H-naphthalen-2-one
• SMILES (Canonical): CC(C)(C(CC1=C(C=CC2=C1CC(=O)C=C2)OC)O)O
• SMILES (Isomeric): CC(C)([C@H](CC1=C(C=CC2=C1CC(=O)C=C2)OC)O)O
• InChI: InChI=1S/C16H20O4/c1-16(2,19)15(18)9-13-12-8-11(17)6-4-10(12)5-7-14(13)20-3/h4-7,15,18-19H,8-9H2,1-3H3/t15-/m0/s1
• InChI Key: UQNYXEDJMHVKEC-HNNXBMFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₄
• Molecular Weight: 276.33 g/mol
• Exact Mass: 276.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.7151	71.51%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7956	79.56%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9464	94.64%
OATP1B3 inhibitior	+	0.9156	91.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6578	65.78%
P-glycoprotein inhibitior	-	0.9333	93.33%
P-glycoprotein substrate	-	0.7991	79.91%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8052	80.52%
CYP3A4 inhibition	+	0.5981	59.81%
CYP2C9 inhibition	-	0.8187	81.87%
CYP2C19 inhibition	-	0.7324	73.24%
CYP2D6 inhibition	-	0.8875	88.75%
CYP1A2 inhibition	+	0.5122	51.22%
CYP2C8 inhibition	-	0.7758	77.58%
CYP inhibitory promiscuity	-	0.8308	83.08%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.6472	64.72%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8731	87.31%
Skin irritation	-	0.6936	69.36%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6708	67.08%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5726	57.26%
skin sensitisation	-	0.7087	70.87%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6464	64.64%
Acute Oral Toxicity (c)	III	0.6618	66.18%
Estrogen receptor binding	+	0.6258	62.58%
Androgen receptor binding	-	0.5581	55.81%
Thyroid receptor binding	+	0.5365	53.65%
Glucocorticoid receptor binding	+	0.6417	64.17%
Aromatase binding	-	0.6649	66.49%
PPAR gamma	+	0.7910	79.10%
Honey bee toxicity	-	0.8985	89.85%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9909	99.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.58%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.42%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.57%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.31%	96.09%
CHEMBL2535	P11166	Glucose transporter	91.74%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.56%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.91%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.38%	89.62%
CHEMBL4208	P20618	Proteasome component C5	87.38%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.15%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.48%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.66%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.76%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.43%	97.14%

Plants that contains it

• Choisya ternata

Cross-Links

• PubChem: 163096145
• LOTUS: LTS0174911
• wikiData: Q105277359