methyl 8-hydroxy-1-methyl-3-oxo-4,4a,8,8a-tetrahydro-1H-pyrano[3,4-c]pyran-5-carboxylate

Details

• Internal ID: 046faee4-771d-4a2f-b205-c1afcb0a6eae
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: methyl 8-hydroxy-1-methyl-3-oxo-4,4a,8,8a-tetrahydro-1H-pyrano[3,4-c]pyran-5-carboxylate
• SMILES (Canonical): CC1C2C(CC(=O)O1)C(=COC2O)C(=O)OC
• SMILES (Isomeric): CC1C2C(CC(=O)O1)C(=COC2O)C(=O)OC
• InChI: InChI=1S/C11H14O6/c1-5-9-6(3-8(12)17-5)7(10(13)15-2)4-16-11(9)14/h4-6,9,11,14H,3H2,1-2H3
• InChI Key: COZKAJSKOQAWLF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₆
• Molecular Weight: 242.22 g/mol
• Exact Mass: 242.07903816 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.04
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9459	94.59%
Caco-2	-	0.6869	68.69%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7530	75.30%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.7890	78.90%
OATP1B3 inhibitior	+	0.9531	95.31%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9320	93.20%
P-glycoprotein inhibitior	-	0.9369	93.69%
P-glycoprotein substrate	-	0.8270	82.70%
CYP3A4 substrate	+	0.5323	53.23%
CYP2C9 substrate	-	0.8065	80.65%
CYP2D6 substrate	-	0.8816	88.16%
CYP3A4 inhibition	-	0.5634	56.34%
CYP2C9 inhibition	-	0.7968	79.68%
CYP2C19 inhibition	-	0.8412	84.12%
CYP2D6 inhibition	-	0.8716	87.16%
CYP1A2 inhibition	-	0.8361	83.61%
CYP2C8 inhibition	-	0.7151	71.51%
CYP inhibitory promiscuity	-	0.7476	74.76%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Danger	0.4779	47.79%
Eye corrosion	-	0.9657	96.57%
Eye irritation	-	0.6821	68.21%
Skin irritation	-	0.6827	68.27%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	+	0.6146	61.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5933	59.33%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.6107	61.07%
skin sensitisation	-	0.8083	80.83%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6286	62.86%
Acute Oral Toxicity (c)	II	0.3593	35.93%
Estrogen receptor binding	-	0.7589	75.89%
Androgen receptor binding	-	0.6539	65.39%
Thyroid receptor binding	-	0.7627	76.27%
Glucocorticoid receptor binding	-	0.6628	66.28%
Aromatase binding	-	0.8030	80.30%
PPAR gamma	-	0.8250	82.50%
Honey bee toxicity	-	0.9027	90.27%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.3926	39.26%

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	90.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.23%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	87.20%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.07%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.56%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.56%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	83.45%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.99%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	81.99%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.09%	85.14%

Plants that contains it

• Calycophyllum spruceanum
• Strychnos spinosa

Cross-Links

• PubChem: 4017558
• LOTUS: LTS0084006
• wikiData: Q103817916