[4-[(1S,2S,3R)-7-acetyloxy-2,3-dimethyl-1,2,3,4-tetrahydronaphthalen-1-yl]phenyl] acetate

Details

• Internal ID: 5879ba42-2de5-424f-88a1-45fd575cbc9d
• Taxonomy: Lignans, neolignans and related compounds > Aryltetralin lignans
• IUPAC Name: [4-[(1S,2S,3R)-7-acetyloxy-2,3-dimethyl-1,2,3,4-tetrahydronaphthalen-1-yl]phenyl] acetate
• InChI: InChI=1S/C22H24O4/c1-13-11-18-7-10-20(26-16(4)24)12-21(18)22(14(13)2)17-5-8-19(9-6-17)25-15(3)23/h5-10,12-14,22H,11H2,1-4H3/t13-,14+,22+/m1/s1
• InChI Key: DQNBPZNXXFZFRR-QLEMLULZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₄
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.16745924 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.50
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6468	64.68%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7731	77.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9238	92.38%
OATP1B3 inhibitior	+	0.9144	91.44%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9012	90.12%
P-glycoprotein inhibitior	+	0.7748	77.48%
P-glycoprotein substrate	-	0.8899	88.99%
CYP3A4 substrate	+	0.5690	56.90%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8032	80.32%
CYP3A4 inhibition	-	0.8659	86.59%
CYP2C9 inhibition	-	0.5112	51.12%
CYP2C19 inhibition	-	0.8685	86.85%
CYP2D6 inhibition	-	0.9214	92.14%
CYP1A2 inhibition	+	0.8955	89.55%
CYP2C8 inhibition	-	0.7437	74.37%
CYP inhibitory promiscuity	-	0.7146	71.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8293	82.93%
Carcinogenicity (trinary)	Non-required	0.4935	49.35%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9251	92.51%
Skin irritation	-	0.8259	82.59%
Skin corrosion	-	0.9812	98.12%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8181	81.81%
Micronuclear	-	0.5867	58.67%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9288	92.88%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.4645	46.45%
Acute Oral Toxicity (c)	III	0.6375	63.75%
Estrogen receptor binding	+	0.8517	85.17%
Androgen receptor binding	+	0.6349	63.49%
Thyroid receptor binding	+	0.5627	56.27%
Glucocorticoid receptor binding	+	0.8921	89.21%
Aromatase binding	+	0.5978	59.78%
PPAR gamma	+	0.5961	59.61%
Honey bee toxicity	-	0.8035	80.35%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5566	55.66%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.38%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.05%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.54%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.03%	98.95%
CHEMBL2243	O00519	Anandamide amidohydrolase	87.18%	97.53%
CHEMBL4208	P20618	Proteasome component C5	86.55%	90.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.03%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.79%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.46%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.64%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.98%	95.89%
CHEMBL2808	Q13133	LXR-alpha	81.86%	97.06%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.24%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.24%	90.71%

Plants that contains it

• Iryanthera grandis

Cross-Links

• PubChem: 162820432
• LOTUS: LTS0168609
• wikiData: Q104987039