5-(Hydroxymethyl)-7-methoxy-2,2-dimethylchromene-6-carboxylic acid

Details

• Internal ID: d460acf9-8c7d-4953-a165-b8abb90fe2f5
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 5-(hydroxymethyl)-7-methoxy-2,2-dimethylchromene-6-carboxylic acid
• InChI: InChI=1S/C14H16O5/c1-14(2)5-4-8-9(7-15)12(13(16)17)11(18-3)6-10(8)19-14/h4-6,15H,7H2,1-3H3,(H,16,17)
• InChI Key: KBKDYAJAFMCVKA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.27 g/mol
• Exact Mass: 264.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9413	94.13%
Caco-2	+	0.7445	74.45%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7896	78.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8819	88.19%
OATP1B3 inhibitior	+	0.9254	92.54%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7798	77.98%
P-glycoprotein inhibitior	-	0.8973	89.73%
P-glycoprotein substrate	-	0.8265	82.65%
CYP3A4 substrate	-	0.5194	51.94%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.8779	87.79%
CYP3A4 inhibition	-	0.6923	69.23%
CYP2C9 inhibition	+	0.5876	58.76%
CYP2C19 inhibition	+	0.7419	74.19%
CYP2D6 inhibition	-	0.7734	77.34%
CYP1A2 inhibition	+	0.7678	76.78%
CYP2C8 inhibition	-	0.7172	71.72%
CYP inhibitory promiscuity	+	0.7353	73.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.6325	63.25%
Eye corrosion	-	0.9840	98.40%
Eye irritation	+	0.6566	65.66%
Skin irritation	-	0.7868	78.68%
Skin corrosion	-	0.9580	95.80%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4684	46.84%
Micronuclear	-	0.5326	53.26%
Hepatotoxicity	-	0.6085	60.85%
skin sensitisation	-	0.8411	84.11%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5100	51.00%
Acute Oral Toxicity (c)	III	0.4825	48.25%
Estrogen receptor binding	+	0.8156	81.56%
Androgen receptor binding	-	0.6439	64.39%
Thyroid receptor binding	+	0.5473	54.73%
Glucocorticoid receptor binding	+	0.7448	74.48%
Aromatase binding	+	0.5879	58.79%
PPAR gamma	+	0.8184	81.84%
Honey bee toxicity	-	0.9315	93.15%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9341	93.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.86%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.13%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.07%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	93.92%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.85%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.04%	99.17%
CHEMBL2581	P07339	Cathepsin D	85.06%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.81%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.51%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.98%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.83%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.88%	96.00%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.87%	95.71%

Plants that contains it

• Peperomia villipetiola

Cross-Links

• PubChem: 11311590
• LOTUS: LTS0231750
• wikiData: Q105138301