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

Details

• Internal ID: 293bc5c3-e483-44c9-9ab8-aa1e7c331f8e
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: [(2R,3S)-3-(2-acetyloxypropan-2-yl)-8-(methoxymethyl)-5-methyl-1-oxo-3,4-dihydro-2H-naphthalen-2-yl] acetate
• SMILES (Canonical): CC1=C2CC(C(C(=O)C2=C(C=C1)COC)OC(=O)C)C(C)(C)OC(=O)C
• SMILES (Isomeric): CC1=C2C[C@@H]([C@H](C(=O)C2=C(C=C1)COC)OC(=O)C)C(C)(C)OC(=O)C
• InChI: InChI=1S/C20H26O6/c1-11-7-8-14(10-24-6)17-15(11)9-16(20(4,5)26-13(3)22)19(18(17)23)25-12(2)21/h7-8,16,19H,9-10H2,1-6H3/t16-,19+/m0/s1
• InChI Key: CIKRUAPTDKFNSL-QFBILLFUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.7396	73.96%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7913	79.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9373	93.73%
OATP1B3 inhibitior	+	0.9336	93.36%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7035	70.35%
P-glycoprotein inhibitior	+	0.7001	70.01%
P-glycoprotein substrate	-	0.6692	66.92%
CYP3A4 substrate	+	0.6081	60.81%
CYP2C9 substrate	-	0.5894	58.94%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	-	0.7819	78.19%
CYP2C9 inhibition	-	0.5903	59.03%
CYP2C19 inhibition	-	0.7149	71.49%
CYP2D6 inhibition	-	0.8847	88.47%
CYP1A2 inhibition	+	0.5846	58.46%
CYP2C8 inhibition	+	0.4734	47.34%
CYP inhibitory promiscuity	-	0.8354	83.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8241	82.41%
Carcinogenicity (trinary)	Non-required	0.6016	60.16%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.7585	75.85%
Skin irritation	-	0.8521	85.21%
Skin corrosion	-	0.9756	97.56%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6882	68.82%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.7628	76.28%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5889	58.89%
Acute Oral Toxicity (c)	III	0.5917	59.17%
Estrogen receptor binding	+	0.8194	81.94%
Androgen receptor binding	+	0.6018	60.18%
Thyroid receptor binding	-	0.4946	49.46%
Glucocorticoid receptor binding	+	0.6551	65.51%
Aromatase binding	-	0.6884	68.84%
PPAR gamma	+	0.5495	54.95%
Honey bee toxicity	-	0.8284	82.84%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9944	99.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.51%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.97%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.27%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.74%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.94%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.85%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.58%	90.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.19%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.93%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.22%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.67%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.82%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.19%	97.25%

Plants that contains it

• Emmotum nitens

Cross-Links

• PubChem: 162820358
• LOTUS: LTS0070194
• wikiData: Q104959913