methyl (3S)-3-hydroxy-3-methyl-5-(3,4,8,8-tetramethyl-6,7-dihydro-5H-naphthalen-2-yl)pentanoate

Details

• Internal ID: 75a4da47-fddb-416e-a3f6-27f5c787fcd3
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: methyl (3S)-3-hydroxy-3-methyl-5-(3,4,8,8-tetramethyl-6,7-dihydro-5H-naphthalen-2-yl)pentanoate
• SMILES (Canonical): CC1=C(C(=CC2=C1CCCC2(C)C)CCC(C)(CC(=O)OC)O)C
• SMILES (Isomeric): CC1=C(C(=CC2=C1CCCC2(C)C)CC[C@@](C)(CC(=O)OC)O)C
• InChI: InChI=1S/C21H32O3/c1-14-15(2)17-8-7-10-20(3,4)18(17)12-16(14)9-11-21(5,23)13-19(22)24-6/h12,23H,7-11,13H2,1-6H3/t21-/m0/s1
• InChI Key: PQYDJGGHLJPBDM-NRFANRHFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₃
• Molecular Weight: 332.50 g/mol
• Exact Mass: 332.23514488 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.16
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.8763	87.63%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7632	76.32%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8528	85.28%
OATP1B3 inhibitior	+	0.9275	92.75%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6662	66.62%
P-glycoprotein inhibitior	-	0.7724	77.24%
P-glycoprotein substrate	-	0.7152	71.52%
CYP3A4 substrate	+	0.6088	60.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8231	82.31%
CYP3A4 inhibition	-	0.8773	87.73%
CYP2C9 inhibition	-	0.6325	63.25%
CYP2C19 inhibition	-	0.7838	78.38%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.7194	71.94%
CYP2C8 inhibition	+	0.5089	50.89%
CYP inhibitory promiscuity	-	0.9245	92.45%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8111	81.11%
Carcinogenicity (trinary)	Non-required	0.6442	64.42%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.5980	59.80%
Skin irritation	-	0.7304	73.04%
Skin corrosion	-	0.9789	97.89%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7249	72.49%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5698	56.98%
skin sensitisation	-	0.7655	76.55%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6947	69.47%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9064	90.64%
Acute Oral Toxicity (c)	III	0.5912	59.12%
Estrogen receptor binding	+	0.8124	81.24%
Androgen receptor binding	+	0.5304	53.04%
Thyroid receptor binding	+	0.7065	70.65%
Glucocorticoid receptor binding	+	0.7264	72.64%
Aromatase binding	+	0.5446	54.46%
PPAR gamma	+	0.6564	65.64%
Honey bee toxicity	-	0.8852	88.52%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9918	99.18%

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	99.10%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.58%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.16%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.46%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.11%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.18%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.02%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.72%	91.07%
CHEMBL2535	P11166	Glucose transporter	85.77%	98.75%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.10%	91.79%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.31%	94.00%
CHEMBL5028	O14672	ADAM10	82.82%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	80.87%	94.73%
CHEMBL4208	P20618	Proteasome component C5	80.84%	90.00%

Plants that contains it

• Ericameria paniculata
• Grindelia hirsutula

Cross-Links

• PubChem: 13877180
• LOTUS: LTS0057803
• wikiData: Q105213538