(4S)-4-hydroxy-2-[(2S)-3-hydroxy-2-methoxy-3-methylbutylidene]-3,4-dihydronaphthalen-1-one

Details

• Internal ID: fc1ac936-2569-4251-b6c0-b21d5bcc7f44
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (4S)-4-hydroxy-2-[(2S)-3-hydroxy-2-methoxy-3-methylbutylidene]-3,4-dihydronaphthalen-1-one
• InChI: InChI=1S/C16H20O4/c1-16(2,19)14(20-3)9-10-8-13(17)11-6-4-5-7-12(11)15(10)18/h4-7,9,13-14,17,19H,8H2,1-3H3/t13-,14-/m0/s1
• InChI Key: GDNJHSLMSYVKFX-KBPBESRZSA-N
• Popularity: 2 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: 1.00
• Atomic LogP (AlogP): 2.02
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

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	+	0.5899	58.99%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8068	80.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9192	91.92%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8489	84.89%
P-glycoprotein inhibitior	-	0.8880	88.80%
P-glycoprotein substrate	-	0.8392	83.92%
CYP3A4 substrate	+	0.5628	56.28%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8127	81.27%
CYP3A4 inhibition	+	0.6172	61.72%
CYP2C9 inhibition	-	0.5760	57.60%
CYP2C19 inhibition	+	0.7512	75.12%
CYP2D6 inhibition	-	0.6428	64.28%
CYP1A2 inhibition	+	0.5401	54.01%
CYP2C8 inhibition	-	0.8224	82.24%
CYP inhibitory promiscuity	+	0.5745	57.45%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9061	90.61%
Carcinogenicity (trinary)	Non-required	0.5832	58.32%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.7597	75.97%
Skin irritation	-	0.6951	69.51%
Skin corrosion	-	0.9648	96.48%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5839	58.39%
Micronuclear	-	0.5541	55.41%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.5782	57.82%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6458	64.58%
Acute Oral Toxicity (c)	III	0.6365	63.65%
Estrogen receptor binding	+	0.7484	74.84%
Androgen receptor binding	-	0.5408	54.08%
Thyroid receptor binding	+	0.5775	57.75%
Glucocorticoid receptor binding	-	0.5170	51.70%
Aromatase binding	-	0.4897	48.97%
PPAR gamma	-	0.5114	51.14%
Honey bee toxicity	-	0.7051	70.51%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9455	94.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.80%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.55%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.20%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.77%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	91.64%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.72%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.87%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.29%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.76%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.70%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.41%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.16%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.45%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.18%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	82.08%	94.73%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.92%	93.03%

Plants that contains it

• Catalpa ovata

Cross-Links

• PubChem: 163098573
• LOTUS: LTS0151464
• wikiData: Q105006825