[(6R,7S)-6-acetyloxy-7-(2-acetyloxypropan-2-yl)-4-(methoxymethyl)-5-oxo-7,8-dihydro-6H-naphthalen-1-yl]methyl acetate

Details

• Internal ID: a1120569-734e-42ff-93cb-128f3f73e82f
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: [(6R,7S)-6-acetyloxy-7-(2-acetyloxypropan-2-yl)-4-(methoxymethyl)-5-oxo-7,8-dihydro-6H-naphthalen-1-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1=C2CC(C(C(=O)C2=C(C=C1)COC)OC(=O)C)C(C)(C)OC(=O)C
• SMILES (Isomeric): CC(=O)OCC1=C2C[C@@H]([C@H](C(=O)C2=C(C=C1)COC)OC(=O)C)C(C)(C)OC(=O)C
• InChI: InChI=1S/C22H28O8/c1-12(23)28-11-15-7-8-16(10-27-6)19-17(15)9-18(22(4,5)30-14(3)25)21(20(19)26)29-13(2)24/h7-8,18,21H,9-11H2,1-6H3/t18-,21+/m0/s1
• InChI Key: FJOPARPZJSUZSY-GHTZIAJQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₈
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.17841785 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.6250	62.50%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8177	81.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9160	91.60%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8798	87.98%
P-glycoprotein inhibitior	+	0.7865	78.65%
P-glycoprotein substrate	-	0.7003	70.03%
CYP3A4 substrate	+	0.6060	60.60%
CYP2C9 substrate	-	0.5894	58.94%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	-	0.7829	78.29%
CYP2C9 inhibition	-	0.6484	64.84%
CYP2C19 inhibition	-	0.6532	65.32%
CYP2D6 inhibition	-	0.9162	91.62%
CYP1A2 inhibition	-	0.6223	62.23%
CYP2C8 inhibition	+	0.4559	45.59%
CYP inhibitory promiscuity	-	0.8693	86.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8541	85.41%
Carcinogenicity (trinary)	Non-required	0.5802	58.02%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.7999	79.99%
Skin irritation	-	0.8778	87.78%
Skin corrosion	-	0.9799	97.99%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4805	48.05%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.7832	78.32%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.4904	49.04%
Acute Oral Toxicity (c)	III	0.5969	59.69%
Estrogen receptor binding	+	0.8502	85.02%
Androgen receptor binding	+	0.6440	64.40%
Thyroid receptor binding	+	0.5443	54.43%
Glucocorticoid receptor binding	+	0.7799	77.99%
Aromatase binding	-	0.5799	57.99%
PPAR gamma	+	0.5682	56.82%
Honey bee toxicity	-	0.7130	71.30%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9970	99.70%

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	97.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.80%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.79%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.57%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.38%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.25%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.16%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.73%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.95%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.77%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.68%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.59%	91.19%

Plants that contains it

• Emmotum nitens

Cross-Links

• PubChem: 162820246
• LOTUS: LTS0202061
• wikiData: Q104996253