[(2R,3S)-3-(2-acetyloxypropan-2-yl)-5,8-dimethyl-1-oxo-3,4-dihydro-2H-naphthalen-2-yl] acetate

Details

• Internal ID: bfa00d3a-6286-4813-8168-5a4349239b8b
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: [(2R,3S)-3-(2-acetyloxypropan-2-yl)-5,8-dimethyl-1-oxo-3,4-dihydro-2H-naphthalen-2-yl] acetate
• SMILES (Canonical): CC1=C2CC(C(C(=O)C2=C(C=C1)C)OC(=O)C)C(C)(C)OC(=O)C
• SMILES (Isomeric): CC1=C2C[C@@H]([C@H](C(=O)C2=C(C=C1)C)OC(=O)C)C(C)(C)OC(=O)C
• InChI: InChI=1S/C19H24O5/c1-10-7-8-11(2)16-14(10)9-15(19(5,6)24-13(4)21)18(17(16)22)23-12(3)20/h7-8,15,18H,9H2,1-6H3/t15-,18+/m0/s1
• InChI Key: QPOJFDQWIYAUAI-MAUKXSAKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₅
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.16237386 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 5
• 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	+	0.9947	99.47%
Caco-2	+	0.7115	71.15%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7104	71.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9650	96.50%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5817	58.17%
P-glycoprotein inhibitior	-	0.4410	44.10%
P-glycoprotein substrate	-	0.7843	78.43%
CYP3A4 substrate	+	0.5223	52.23%
CYP2C9 substrate	-	0.5878	58.78%
CYP2D6 substrate	-	0.8644	86.44%
CYP3A4 inhibition	-	0.7267	72.67%
CYP2C9 inhibition	-	0.6736	67.36%
CYP2C19 inhibition	-	0.8233	82.33%
CYP2D6 inhibition	-	0.9404	94.04%
CYP1A2 inhibition	+	0.5939	59.39%
CYP2C8 inhibition	-	0.8118	81.18%
CYP inhibitory promiscuity	-	0.8184	81.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5535	55.35%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.7595	75.95%
Skin irritation	-	0.7420	74.20%
Skin corrosion	-	0.9578	95.78%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7389	73.89%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6408	64.08%
skin sensitisation	-	0.7125	71.25%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6644	66.44%
Acute Oral Toxicity (c)	III	0.6414	64.14%
Estrogen receptor binding	+	0.8132	81.32%
Androgen receptor binding	-	0.5226	52.26%
Thyroid receptor binding	-	0.5167	51.67%
Glucocorticoid receptor binding	-	0.5527	55.27%
Aromatase binding	-	0.6964	69.64%
PPAR gamma	+	0.5476	54.76%
Honey bee toxicity	-	0.9328	93.28%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9947	99.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.45%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.00%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.26%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.22%	93.65%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.14%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.57%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.42%	90.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.43%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.93%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.18%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	81.07%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.05%	89.00%

Plants that contains it

• Emmotum nitens

Cross-Links

• PubChem: 162820502
• LOTUS: LTS0251698
• wikiData: Q105225524