[(1R,5S)-5-[2-[(2R)-2-(furan-3-yl)-6-oxo-2,3-dihydropyran-5-yl]ethyl]-4,6,6-trimethyl-2-oxocyclohex-3-en-1-yl] acetate

Details

• Internal ID: 6ca65ea2-e7b2-4dea-98c6-fe3fc8bc7520
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: [(1R,5S)-5-[2-[(2R)-2-(furan-3-yl)-6-oxo-2,3-dihydropyran-5-yl]ethyl]-4,6,6-trimethyl-2-oxocyclohex-3-en-1-yl] acetate
• InChI: InChI=1S/C22H26O6/c1-13-11-18(24)20(27-14(2)23)22(3,4)17(13)7-5-15-6-8-19(28-21(15)25)16-9-10-26-12-16/h6,9-12,17,19-20H,5,7-8H2,1-4H3/t17-,19+,20-/m0/s1
• InChI Key: CUEAZXOXMHQMMQ-SXLOBPIMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₆
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.17293854 g/mol
• Topological Polar Surface Area (TPSA): 82.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.08
• 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	+	0.9816	98.16%
Caco-2	-	0.5138	51.38%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8904	89.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7142	71.42%
OATP1B3 inhibitior	-	0.5114	51.14%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9109	91.09%
P-glycoprotein inhibitior	+	0.7116	71.16%
P-glycoprotein substrate	-	0.6769	67.69%
CYP3A4 substrate	+	0.6744	67.44%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8983	89.83%
CYP3A4 inhibition	+	0.5972	59.72%
CYP2C9 inhibition	-	0.7629	76.29%
CYP2C19 inhibition	-	0.6983	69.83%
CYP2D6 inhibition	-	0.9152	91.52%
CYP1A2 inhibition	-	0.8330	83.30%
CYP2C8 inhibition	+	0.5631	56.31%
CYP inhibitory promiscuity	+	0.5374	53.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.5538	55.38%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9353	93.53%
Skin irritation	-	0.7062	70.62%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8061	80.61%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6337	63.37%
skin sensitisation	-	0.8174	81.74%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5961	59.61%
Acute Oral Toxicity (c)	III	0.4604	46.04%
Estrogen receptor binding	+	0.7923	79.23%
Androgen receptor binding	+	0.5232	52.32%
Thyroid receptor binding	+	0.5142	51.42%
Glucocorticoid receptor binding	+	0.7895	78.95%
Aromatase binding	+	0.5432	54.32%
PPAR gamma	+	0.7081	70.81%
Honey bee toxicity	-	0.7165	71.65%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5450	54.50%
Fish aquatic toxicity	+	0.9946	99.46%

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	98.42%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.04%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.18%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.43%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.53%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.31%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.00%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.28%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.52%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.72%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.35%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.15%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.13%	91.19%
CHEMBL5028	O14672	ADAM10	81.11%	97.50%

Plants that contains it

• Hebeclinium macrophyllum

Cross-Links

• PubChem: 13858027
• LOTUS: LTS0213810
• wikiData: Q104970200