[(4aS,7R,8aR)-7-hydroxy-7-[(1R)-1-hydroxy-2-oxopropyl]-4a-methyl-6-oxo-8,8a-dihydro-5H-naphthalen-1-yl]methyl acetate

Details

• Internal ID: 50a37246-7e7a-4084-a017-3a59f248ad1d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Ketones > Beta-hydroxy ketones
• IUPAC Name: [(4aS,7R,8aR)-7-hydroxy-7-[(1R)-1-hydroxy-2-oxopropyl]-4a-methyl-6-oxo-8,8a-dihydro-5H-naphthalen-1-yl]methyl acetate
• InChI: InChI=1S/C17H22O6/c1-10(18)15(21)17(22)7-13-12(9-23-11(2)19)5-4-6-16(13,3)8-14(17)20/h4-6,13,15,21-22H,7-9H2,1-3H3/t13-,15-,16+,17-/m0/s1
• InChI Key: JIUVKCBCJDBPJJ-LLLHUVSDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.14163842 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.71
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9780	97.80%
Caco-2	+	0.5620	56.20%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8623	86.23%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9150	91.50%
OATP1B3 inhibitior	+	0.9161	91.61%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5695	56.95%
P-glycoprotein inhibitior	-	0.9038	90.38%
P-glycoprotein substrate	-	0.8137	81.37%
CYP3A4 substrate	+	0.6305	63.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8899	88.99%
CYP3A4 inhibition	-	0.7498	74.98%
CYP2C9 inhibition	-	0.9060	90.60%
CYP2C19 inhibition	-	0.8884	88.84%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.8225	82.25%
CYP2C8 inhibition	-	0.7921	79.21%
CYP inhibitory promiscuity	-	0.9542	95.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6612	66.12%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9542	95.42%
Skin irritation	-	0.5280	52.80%
Skin corrosion	-	0.9665	96.65%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4626	46.26%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5384	53.84%
skin sensitisation	-	0.8489	84.89%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7956	79.56%
Acute Oral Toxicity (c)	III	0.5025	50.25%
Estrogen receptor binding	-	0.4927	49.27%
Androgen receptor binding	-	0.4894	48.94%
Thyroid receptor binding	-	0.5533	55.33%
Glucocorticoid receptor binding	+	0.6508	65.08%
Aromatase binding	-	0.6088	60.88%
PPAR gamma	-	0.6373	63.73%
Honey bee toxicity	-	0.8418	84.18%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6750	67.50%
Fish aquatic toxicity	+	0.9963	99.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.31%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.95%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.02%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.05%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.27%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	87.03%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.83%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.68%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	81.80%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.49%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.44%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.28%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.03%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163007613
• LOTUS: LTS0170412
• wikiData: Q105129351