[(2R,4R)-4-acetyloxy-5-[(2R)-6-oxo-2,3-dihydropyran-2-yl]pentan-2-yl] acetate

Details

• Internal ID: 40f69a12-8b2c-4fbd-b825-d88a9c622915
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [(2R,4R)-4-acetyloxy-5-[(2R)-6-oxo-2,3-dihydropyran-2-yl]pentan-2-yl] acetate
• InChI: InChI=1S/C14H20O6/c1-9(18-10(2)15)7-13(19-11(3)16)8-12-5-4-6-14(17)20-12/h4,6,9,12-13H,5,7-8H2,1-3H3/t9-,12-,13-/m1/s1
• InChI Key: RJILLUJUKLJLMR-OASPWFOLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₆
• Molecular Weight: 284.30 g/mol
• Exact Mass: 284.12598835 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9499	94.99%
Caco-2	+	0.5844	58.44%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7270	72.70%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9182	91.82%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6859	68.59%
P-glycoprotein inhibitior	-	0.7915	79.15%
P-glycoprotein substrate	-	0.7238	72.38%
CYP3A4 substrate	+	0.5079	50.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9057	90.57%
CYP3A4 inhibition	-	0.8418	84.18%
CYP2C9 inhibition	-	0.9012	90.12%
CYP2C19 inhibition	-	0.7749	77.49%
CYP2D6 inhibition	-	0.9359	93.59%
CYP1A2 inhibition	-	0.9006	90.06%
CYP2C8 inhibition	-	0.9422	94.22%
CYP inhibitory promiscuity	-	0.8786	87.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7659	76.59%
Carcinogenicity (trinary)	Non-required	0.6597	65.97%
Eye corrosion	-	0.8337	83.37%
Eye irritation	-	0.6652	66.52%
Skin irritation	-	0.7399	73.99%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6200	62.00%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.6340	63.40%
skin sensitisation	-	0.7883	78.83%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.5810	58.10%
Acute Oral Toxicity (c)	III	0.7091	70.91%
Estrogen receptor binding	-	0.6334	63.34%
Androgen receptor binding	-	0.7868	78.68%
Thyroid receptor binding	-	0.5484	54.84%
Glucocorticoid receptor binding	+	0.5811	58.11%
Aromatase binding	-	0.6402	64.02%
PPAR gamma	-	0.6587	65.87%
Honey bee toxicity	-	0.8861	88.61%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8608	86.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.08%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.80%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.69%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.84%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.07%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.13%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.83%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.91%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.54%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	81.87%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.58%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.33%	95.71%

Plants that contains it

• Cryptocarya latifolia

Cross-Links

• PubChem: 72189089
• LOTUS: LTS0071744
• wikiData: Q105237481