[(2R,3R,4R)-2-[(2S,3S)-6-ethyl-3,5-dimethyl-4-oxo-2,3-dihydropyran-2-yl]-4-methyl-5-oxoheptan-3-yl] (2R)-2-methylbutanoate

Details

• Internal ID: 0cd29ebc-17f4-47b0-9529-0b7cee013fe9
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: [(2R,3R,4R)-2-[(2S,3S)-6-ethyl-3,5-dimethyl-4-oxo-2,3-dihydropyran-2-yl]-4-methyl-5-oxoheptan-3-yl] (2R)-2-methylbutanoate
• SMILES (Canonical): CCC1=C(C(=O)C(C(O1)C(C)C(C(C)C(=O)CC)OC(=O)C(C)CC)C)C
• SMILES (Isomeric): CCC1=C(C(=O)[C@H]([C@@H](O1)[C@@H](C)[C@H]([C@@H](C)C(=O)CC)OC(=O)[C@H](C)CC)C)C
• InChI: InChI=1S/C22H36O5/c1-9-12(4)22(25)27-20(13(5)17(23)10-2)16(8)21-15(7)19(24)14(6)18(11-3)26-21/h12-13,15-16,20-21H,9-11H2,1-8H3/t12-,13+,15-,16+,20+,21-/m1/s1
• InChI Key: DMAHVVWRJAEYPR-ZHVZLHFISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₅
• Molecular Weight: 380.50 g/mol
• Exact Mass: 380.25627424 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.48
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	+	0.7081	70.81%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6989	69.89%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8742	87.42%
OATP1B3 inhibitior	+	0.9523	95.23%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7185	71.85%
P-glycoprotein inhibitior	-	0.4479	44.79%
P-glycoprotein substrate	-	0.7658	76.58%
CYP3A4 substrate	+	0.5496	54.96%
CYP2C9 substrate	-	0.5906	59.06%
CYP2D6 substrate	-	0.8978	89.78%
CYP3A4 inhibition	-	0.7678	76.78%
CYP2C9 inhibition	-	0.9138	91.38%
CYP2C19 inhibition	-	0.5900	59.00%
CYP2D6 inhibition	-	0.9254	92.54%
CYP1A2 inhibition	-	0.8246	82.46%
CYP2C8 inhibition	-	0.7163	71.63%
CYP inhibitory promiscuity	-	0.6951	69.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8213	82.13%
Carcinogenicity (trinary)	Non-required	0.6191	61.91%
Eye corrosion	-	0.9467	94.67%
Eye irritation	-	0.8105	81.05%
Skin irritation	-	0.6164	61.64%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5158	51.58%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6332	63.32%
skin sensitisation	-	0.7005	70.05%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.6388	63.88%
Acute Oral Toxicity (c)	III	0.5467	54.67%
Estrogen receptor binding	+	0.6777	67.77%
Androgen receptor binding	+	0.5472	54.72%
Thyroid receptor binding	-	0.5388	53.88%
Glucocorticoid receptor binding	+	0.6233	62.33%
Aromatase binding	-	0.6297	62.97%
PPAR gamma	+	0.6230	62.30%
Honey bee toxicity	-	0.8443	84.43%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6156	61.56%
Fish aquatic toxicity	+	0.9578	95.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.90%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.66%	96.09%
CHEMBL4072	P07858	Cathepsin B	92.37%	93.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.07%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.80%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.11%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.62%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	83.58%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.20%	93.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.83%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162921871
• LOTUS: LTS0100357
• wikiData: Q104984927