2-hydroxy-5-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxybenzoic acid

Details

• Internal ID: 41af8e9a-69a9-4b79-b445-4bcbc8a62785
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-hydroxy-5-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxybenzoic acid
• InChI: InChI=1S/C12H14O8/c13-7-2-1-5(3-6(7)11(17)18)20-12-10(16)9(15)8(14)4-19-12/h1-3,8-10,12-16H,4H2,(H,17,18)/t8-,9+,10-,12-/m1/s1
• InChI Key: OGFQCMFLQIYVSQ-DTHBNOIPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₈
• Molecular Weight: 286.23 g/mol
• Exact Mass: 286.06886740 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.09
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5371	53.71%
Caco-2	-	0.8078	80.78%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6325	63.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9691	96.91%
OATP1B3 inhibitior	+	0.8414	84.14%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9459	94.59%
P-glycoprotein inhibitior	-	0.9439	94.39%
P-glycoprotein substrate	-	0.9602	96.02%
CYP3A4 substrate	-	0.5886	58.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8837	88.37%
CYP3A4 inhibition	-	0.9162	91.62%
CYP2C9 inhibition	-	0.9264	92.64%
CYP2C19 inhibition	-	0.9533	95.33%
CYP2D6 inhibition	-	0.9187	91.87%
CYP1A2 inhibition	-	0.9145	91.45%
CYP2C8 inhibition	-	0.7567	75.67%
CYP inhibitory promiscuity	-	0.9050	90.50%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6965	69.65%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.5537	55.37%
Skin irritation	-	0.7353	73.53%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7637	76.37%
Micronuclear	+	0.6492	64.92%
Hepatotoxicity	-	0.5447	54.47%
skin sensitisation	-	0.7714	77.14%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8816	88.16%
Acute Oral Toxicity (c)	III	0.7168	71.68%
Estrogen receptor binding	-	0.5907	59.07%
Androgen receptor binding	-	0.6586	65.86%
Thyroid receptor binding	-	0.5829	58.29%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6897	68.97%
PPAR gamma	+	0.6126	61.26%
Honey bee toxicity	-	0.8070	80.70%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8750	87.50%
Fish aquatic toxicity	+	0.6763	67.63%

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	99.02%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.91%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.79%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.59%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.15%	95.56%
CHEMBL4208	P20618	Proteasome component C5	86.98%	90.00%
CHEMBL3194	P02766	Transthyretin	86.26%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.76%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.52%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.47%	99.17%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.28%	87.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.88%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.31%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.82%	94.42%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.17%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.05%	94.00%

Plants that contains it

• Medicago truncatula

Cross-Links

• PubChem: 122706487
• LOTUS: LTS0166554
• wikiData: Q104400463