[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 4-hydroxybenzoate

Details

• Internal ID: 19226a71-f8a9-40e9-9b07-1321a6c50411
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
• IUPAC Name: [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 4-hydroxybenzoate
• SMILES (Canonical): C1=CC(=CC=C1C(=O)OC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C(=O)OC2C(C(C(C(O2)CO)O)O)O)O
• InChI: InChI=1S/C13H16O8/c14-5-8-9(16)10(17)11(18)13(20-8)21-12(19)6-1-3-7(15)4-2-6/h1-4,8-11,13-18H,5H2
• InChI Key: XWTGDGASXRARSP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₈
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.08451746 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.65
• H-Bond Acceptor: 8
• 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	-	0.7684	76.84%
Caco-2	-	0.8147	81.47%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7015	70.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8269	82.69%
OATP1B3 inhibitior	+	0.9283	92.83%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9875	98.75%
P-glycoprotein inhibitior	-	0.9463	94.63%
P-glycoprotein substrate	-	0.9664	96.64%
CYP3A4 substrate	-	0.5269	52.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8417	84.17%
CYP3A4 inhibition	-	0.9002	90.02%
CYP2C9 inhibition	-	0.8989	89.89%
CYP2C19 inhibition	-	0.9437	94.37%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.9535	95.35%
CYP2C8 inhibition	+	0.6173	61.73%
CYP inhibitory promiscuity	-	0.7674	76.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6991	69.91%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.7788	77.88%
Skin irritation	-	0.8147	81.47%
Skin corrosion	-	0.9730	97.30%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8406	84.06%
Micronuclear	-	0.5767	57.67%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8559	85.59%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6433	64.33%
Acute Oral Toxicity (c)	III	0.6873	68.73%
Estrogen receptor binding	-	0.6599	65.99%
Androgen receptor binding	-	0.5515	55.15%
Thyroid receptor binding	-	0.5559	55.59%
Glucocorticoid receptor binding	+	0.5936	59.36%
Aromatase binding	-	0.6768	67.68%
PPAR gamma	-	0.5637	56.37%
Honey bee toxicity	-	0.8964	89.64%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7250	72.50%
Fish aquatic toxicity	-	0.4392	43.92%

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	94.12%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.72%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.24%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.09%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.12%	86.33%
CHEMBL3194	P02766	Transthyretin	85.39%	90.71%
CHEMBL3232685	O00257	E3 SUMO-protein ligase CBX4	84.26%	93.00%
CHEMBL3401	O75469	Pregnane X receptor	83.62%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.19%	97.09%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.23%	94.97%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.00%	85.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.24%	89.00%
CHEMBL4208	P20618	Proteasome component C5	80.25%	90.00%

Plants that contains it

• Crocus sativus
• Echinacea purpurea
• Moricandia arvensis
• Rhodiola chrysanthemifolia subsp. sacra
• Rosmarinus officinalis

Cross-Links

• PubChem: 14132341
• LOTUS: LTS0207219
• wikiData: Q105343758