5-Hydroxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoic acid

Details

• Internal ID: db8700a4-8afc-4a21-8a83-9ae9b4c2c13f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 5-hydroxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoic acid
• SMILES (Canonical): C1=CC(=C(C=C1O)C(=O)O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1O)C(=O)O)OC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C13H16O9/c14-4-8-9(16)10(17)11(18)13(22-8)21-7-2-1-5(15)3-6(7)12(19)20/h1-3,8-11,13-18H,4H2,(H,19,20)
• InChI Key: GEZJVEGHJRPQEX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₉
• Molecular Weight: 316.26 g/mol
• Exact Mass: 316.07943208 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.73
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7179	71.79%
Caco-2	-	0.9223	92.23%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6547	65.47%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9117	91.17%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9593	95.93%
P-glycoprotein inhibitior	-	0.9416	94.16%
P-glycoprotein substrate	-	0.9560	95.60%
CYP3A4 substrate	-	0.6048	60.48%
CYP2C9 substrate	-	0.8076	80.76%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.8778	87.78%
CYP2C9 inhibition	-	0.8645	86.45%
CYP2C19 inhibition	-	0.9316	93.16%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.9387	93.87%
CYP2C8 inhibition	+	0.4536	45.36%
CYP inhibitory promiscuity	-	0.7465	74.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7410	74.10%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.5249	52.49%
Skin irritation	-	0.8020	80.20%
Skin corrosion	-	0.9703	97.03%
Ames mutagenesis	-	0.7923	79.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5896	58.96%
Micronuclear	-	0.5208	52.08%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.7932	79.32%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6033	60.33%
Acute Oral Toxicity (c)	III	0.6875	68.75%
Estrogen receptor binding	-	0.6515	65.15%
Androgen receptor binding	-	0.6353	63.53%
Thyroid receptor binding	-	0.5699	56.99%
Glucocorticoid receptor binding	-	0.5151	51.51%
Aromatase binding	-	0.6499	64.99%
PPAR gamma	+	0.6464	64.64%
Honey bee toxicity	-	0.8712	87.12%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.8250	82.50%
Fish aquatic toxicity	-	0.3649	36.49%

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	94.49%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.02%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.93%	96.09%
CHEMBL3194	P02766	Transthyretin	90.93%	90.71%
CHEMBL2581	P07339	Cathepsin D	88.07%	98.95%
CHEMBL1811	P34995	Prostanoid EP1 receptor	86.82%	95.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.04%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.69%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.53%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	82.47%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.80%	83.57%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.42%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21462403
• LOTUS: LTS0051309
• wikiData: Q105007437