(1R,3S,4Z)-4-ethylidene-1,3-dimethoxy-5,6-dihydro-1H-pyrano[3,4-c]pyran-8-one

Details

• Internal ID: 660ee5ad-9e07-4805-8bf4-a36bc1cb333b
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (1R,3S,4Z)-4-ethylidene-1,3-dimethoxy-5,6-dihydro-1H-pyrano[3,4-c]pyran-8-one
• SMILES (Canonical): CC=C1C(OC(C2=C1CCOC2=O)OC)OC
• SMILES (Isomeric): C/C=C/1\[C@H](O[C@H](C2=C1CCOC2=O)OC)OC
• InChI: InChI=1S/C12H16O5/c1-4-7-8-5-6-16-10(13)9(8)12(15-3)17-11(7)14-2/h4,11-12H,5-6H2,1-3H3/b7-4-/t11-,12+/m0/s1
• InChI Key: JAYIAMKATBCOIA-PRTUSXBOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₅
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.09977361 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9787	97.87%
Caco-2	+	0.8128	81.28%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7315	73.15%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9248	92.48%
OATP1B3 inhibitior	+	0.9615	96.15%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7095	70.95%
P-glycoprotein inhibitior	-	0.8817	88.17%
P-glycoprotein substrate	-	0.9382	93.82%
CYP3A4 substrate	+	0.5173	51.73%
CYP2C9 substrate	-	0.6114	61.14%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.8090	80.90%
CYP2C9 inhibition	-	0.8811	88.11%
CYP2C19 inhibition	-	0.7875	78.75%
CYP2D6 inhibition	-	0.8737	87.37%
CYP1A2 inhibition	-	0.5256	52.56%
CYP2C8 inhibition	-	0.8997	89.97%
CYP inhibitory promiscuity	-	0.6991	69.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5522	55.22%
Eye corrosion	-	0.9530	95.30%
Eye irritation	+	0.5473	54.73%
Skin irritation	-	0.7187	71.87%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4716	47.16%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7773	77.73%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.7941	79.41%
Acute Oral Toxicity (c)	III	0.5842	58.42%
Estrogen receptor binding	-	0.6787	67.87%
Androgen receptor binding	+	0.6766	67.66%
Thyroid receptor binding	-	0.5850	58.50%
Glucocorticoid receptor binding	-	0.6648	66.48%
Aromatase binding	-	0.8049	80.49%
PPAR gamma	+	0.5178	51.78%
Honey bee toxicity	-	0.8168	81.68%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.7467	74.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.64%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	85.58%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.07%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.53%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.80%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.08%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.07%	97.09%
CHEMBL5957	P21589	5'-nucleotidase	80.21%	97.78%

Plants that contains it

• Fagraea gracilipes

Cross-Links

• PubChem: 14702231
• LOTUS: LTS0117470
• wikiData: Q105124147