6-hydroxy-5-methoxy-3-methyl-3,6-dihydro-2H-pyran-4-carboxylic acid

Details

• Internal ID: e1183f02-cf14-47ed-b17a-30f586552692
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: 6-hydroxy-5-methoxy-3-methyl-3,6-dihydro-2H-pyran-4-carboxylic acid
• SMILES (Canonical): CC1COC(C(=C1C(=O)O)OC)O
• SMILES (Isomeric): CC1COC(C(=C1C(=O)O)OC)O
• InChI: InChI=1S/C8H12O5/c1-4-3-13-8(11)6(12-2)5(4)7(9)10/h4,8,11H,3H2,1-2H3,(H,9,10)
• InChI Key: TXMKZYZATZZMPU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₂O₅
• Molecular Weight: 188.18 g/mol
• Exact Mass: 188.06847348 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.04
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8069	80.69%
Caco-2	-	0.7123	71.23%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8036	80.36%
OATP2B1 inhibitior	-	0.8466	84.66%
OATP1B1 inhibitior	+	0.9394	93.94%
OATP1B3 inhibitior	+	0.9621	96.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9669	96.69%
P-glycoprotein inhibitior	-	0.9530	95.30%
P-glycoprotein substrate	-	0.9407	94.07%
CYP3A4 substrate	-	0.6264	62.64%
CYP2C9 substrate	+	0.7948	79.48%
CYP2D6 substrate	-	0.9081	90.81%
CYP3A4 inhibition	-	0.9407	94.07%
CYP2C9 inhibition	-	0.8668	86.68%
CYP2C19 inhibition	-	0.7305	73.05%
CYP2D6 inhibition	-	0.8793	87.93%
CYP1A2 inhibition	-	0.8347	83.47%
CYP2C8 inhibition	-	0.9447	94.47%
CYP inhibitory promiscuity	-	0.8004	80.04%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.6874	68.74%
Eye corrosion	-	0.9606	96.06%
Eye irritation	+	0.7700	77.00%
Skin irritation	-	0.7338	73.38%
Skin corrosion	-	0.9580	95.80%
Ames mutagenesis	+	0.5609	56.09%
Human Ether-a-go-go-Related Gene inhibition	-	0.7451	74.51%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5075	50.75%
skin sensitisation	-	0.8562	85.62%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8559	85.59%
Acute Oral Toxicity (c)	III	0.4904	49.04%
Estrogen receptor binding	-	0.5529	55.29%
Androgen receptor binding	-	0.7413	74.13%
Thyroid receptor binding	-	0.7325	73.25%
Glucocorticoid receptor binding	-	0.8020	80.20%
Aromatase binding	-	0.8515	85.15%
PPAR gamma	-	0.7344	73.44%
Honey bee toxicity	-	0.9453	94.53%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.7486	74.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.59%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.48%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.18%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.56%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.84%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.53%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.40%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.32%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163064108
• LOTUS: LTS0044225
• wikiData: Q104197920