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

Details

• Internal ID: 16173ac5-4b9f-4df6-9ba2-623d42030b40
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoic acid
• SMILES (Canonical): C1=CC(=C(C(=C1)OC2C(C(C(C(O2)CO)O)O)O)O)C(=O)O
• SMILES (Isomeric): C1=CC(=C(C(=C1)OC2C(C(C(C(O2)CO)O)O)O)O)C(=O)O
• InChI: InChI=1S/C13H16O9/c14-4-7-9(16)10(17)11(18)13(22-7)21-6-3-1-2-5(8(6)15)12(19)20/h1-3,7,9-11,13-18H,4H2,(H,19,20)
• InChI Key: KVRUHZSAKSIVTD-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: -1.20
• Atomic LogP (AlogP): -1.73
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

• NSC-710167

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7179	71.79%
Caco-2	-	0.9062	90.62%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6547	65.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9242	92.42%
OATP1B3 inhibitior	+	0.9117	91.17%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9553	95.53%
P-glycoprotein inhibitior	-	0.9378	93.78%
P-glycoprotein substrate	-	0.9478	94.78%
CYP3A4 substrate	-	0.5917	59.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8824	88.24%
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	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.7465	74.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7410	74.10%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.5332	53.32%
Skin irritation	-	0.8020	80.20%
Skin corrosion	-	0.9703	97.03%
Ames mutagenesis	-	0.7723	77.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.7269	72.69%
Micronuclear	-	0.5208	52.08%
Hepatotoxicity	-	0.7069	70.69%
skin sensitisation	-	0.7932	79.32%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.4595	45.95%
Acute Oral Toxicity (c)	III	0.6875	68.75%
Estrogen receptor binding	-	0.6470	64.70%
Androgen receptor binding	-	0.7102	71.02%
Thyroid receptor binding	-	0.5865	58.65%
Glucocorticoid receptor binding	-	0.5217	52.17%
Aromatase binding	-	0.6148	61.48%
PPAR gamma	+	0.5706	57.06%
Honey bee toxicity	-	0.9062	90.62%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8350	83.50%
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	95.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.02%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.39%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.21%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.27%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.79%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.02%	99.17%
CHEMBL3194	P02766	Transthyretin	85.60%	90.71%
CHEMBL3891	P07384	Calpain 1	83.52%	93.04%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.38%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.27%	93.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.71%	97.36%

Plants that contains it

• Geniostoma antherotrichum
• Strychnos cocculoides

Cross-Links

• PubChem: 45027783
• LOTUS: LTS0017334
• wikiData: Q105146690