5-[(1S)-2-(3,4-dihydroxyphenyl)-1-hydroxyethyl]-6-oxopyran-2-carboxylic acid

Details

• Internal ID: 79f2b44b-7b3c-4267-ac66-d58649975283
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: 5-[(1S)-2-(3,4-dihydroxyphenyl)-1-hydroxyethyl]-6-oxopyran-2-carboxylic acid
• InChI: InChI=1S/C14H12O7/c15-9-3-1-7(6-11(9)17)5-10(16)8-2-4-12(13(18)19)21-14(8)20/h1-4,6,10,15-17H,5H2,(H,18,19)/t10-/m0/s1
• InChI Key: JJUHAEOZZYVDEC-JTQLQIEISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₇
• Molecular Weight: 292.24 g/mol
• Exact Mass: 292.05830272 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.03
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8512	85.12%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7273	72.73%
OATP2B1 inhibitior	-	0.5650	56.50%
OATP1B1 inhibitior	+	0.9314	93.14%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8105	81.05%
P-glycoprotein inhibitior	-	0.9529	95.29%
P-glycoprotein substrate	-	0.9474	94.74%
CYP3A4 substrate	-	0.6416	64.16%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8515	85.15%
CYP3A4 inhibition	-	0.8772	87.72%
CYP2C9 inhibition	-	0.7794	77.94%
CYP2C19 inhibition	-	0.9574	95.74%
CYP2D6 inhibition	-	0.8979	89.79%
CYP1A2 inhibition	-	0.9624	96.24%
CYP2C8 inhibition	-	0.8154	81.54%
CYP inhibitory promiscuity	-	0.9539	95.39%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6902	69.02%
Eye corrosion	-	0.9896	98.96%
Eye irritation	+	0.7460	74.60%
Skin irritation	-	0.6805	68.05%
Skin corrosion	-	0.9226	92.26%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8275	82.75%
Micronuclear	+	0.7777	77.77%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8037	80.37%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8451	84.51%
Acute Oral Toxicity (c)	III	0.4411	44.11%
Estrogen receptor binding	-	0.4749	47.49%
Androgen receptor binding	+	0.5655	56.55%
Thyroid receptor binding	-	0.7093	70.93%
Glucocorticoid receptor binding	+	0.6465	64.65%
Aromatase binding	-	0.5345	53.45%
PPAR gamma	+	0.7602	76.02%
Honey bee toxicity	-	0.8663	86.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.8901	89.01%

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	97.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.61%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.79%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.01%	99.15%
CHEMBL3194	P02766	Transthyretin	88.26%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.45%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.24%	99.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.04%	90.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.78%	90.71%
CHEMBL1255126	O15151	Protein Mdm4	82.65%	90.20%

Plants that contains it

• Dumortiera hirsuta

Cross-Links

• PubChem: 163052221
• LOTUS: LTS0138865
• wikiData: Q105129928