(2S,4R)-6-acetyl-5-hydroxy-4-methoxy-3,4-dihydro-2H-chromene-2-carboxylic acid

Details

• Internal ID: a0e70fd8-6568-4a2d-9430-89ddcedf547b
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: (2S,4R)-6-acetyl-5-hydroxy-4-methoxy-3,4-dihydro-2H-chromene-2-carboxylic acid
• SMILES (Canonical): CC(=O)C1=C(C2=C(C=C1)OC(CC2OC)C(=O)O)O
• SMILES (Isomeric): CC(=O)C1=C(C2=C(C=C1)O[C@@H](C[C@H]2OC)C(=O)O)O
• InChI: InChI=1S/C13H14O6/c1-6(14)7-3-4-8-11(12(7)15)9(18-2)5-10(19-8)13(16)17/h3-4,9-10,15H,5H2,1-2H3,(H,16,17)/t9-,10+/m1/s1
• InChI Key: CGGAQALKXMDCPN-ZJUUUORDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₆
• Molecular Weight: 266.25 g/mol
• Exact Mass: 266.07903816 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 5
• 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	+	0.9129	91.29%
Caco-2	+	0.4882	48.82%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6469	64.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9211	92.11%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6602	66.02%
P-glycoprotein inhibitior	-	0.9686	96.86%
P-glycoprotein substrate	-	0.8679	86.79%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.6100	61.00%
CYP2D6 substrate	-	0.8545	85.45%
CYP3A4 inhibition	-	0.9343	93.43%
CYP2C9 inhibition	-	0.7461	74.61%
CYP2C19 inhibition	-	0.8447	84.47%
CYP2D6 inhibition	-	0.7948	79.48%
CYP1A2 inhibition	+	0.6959	69.59%
CYP2C8 inhibition	-	0.6287	62.87%
CYP inhibitory promiscuity	-	0.8904	89.04%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6723	67.23%
Eye corrosion	-	0.9797	97.97%
Eye irritation	+	0.6937	69.37%
Skin irritation	-	0.7007	70.07%
Skin corrosion	-	0.9356	93.56%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6511	65.11%
Micronuclear	+	0.5959	59.59%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9142	91.42%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7578	75.78%
Acute Oral Toxicity (c)	III	0.4308	43.08%
Estrogen receptor binding	-	0.7187	71.87%
Androgen receptor binding	+	0.6630	66.30%
Thyroid receptor binding	-	0.7034	70.34%
Glucocorticoid receptor binding	-	0.8231	82.31%
Aromatase binding	-	0.9273	92.73%
PPAR gamma	-	0.5509	55.09%
Honey bee toxicity	-	0.8720	87.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7755	77.55%
Fish aquatic toxicity	+	0.8910	89.10%

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	95.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.41%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.39%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.80%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.65%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	84.44%	91.19%
CHEMBL2581	P07339	Cathepsin D	82.71%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.59%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.04%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101998507
• LOTUS: LTS0237565
• wikiData: Q104957642