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

Details

• Internal ID: c1983375-35b1-40e0-b460-b79f40d1e5a1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
• IUPAC Name: [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2-(4-hydroxyphenyl)propanoate
• SMILES (Canonical): CC(C1=CC=C(C=C1)O)C(=O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC(C1=CC=C(C=C1)O)C(=O)OC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C15H20O8/c1-7(8-2-4-9(17)5-3-8)14(21)23-15-13(20)12(19)11(18)10(6-16)22-15/h2-5,7,10-13,15-20H,6H2,1H3
• InChI Key: XWODHOVNBAEXRX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₈
• Molecular Weight: 328.31 g/mol
• Exact Mass: 328.11581759 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.16
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7476	74.76%
Caco-2	-	0.7777	77.77%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7640	76.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8342	83.42%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9574	95.74%
P-glycoprotein inhibitior	-	0.9357	93.57%
P-glycoprotein substrate	-	0.9382	93.82%
CYP3A4 substrate	-	0.5340	53.40%
CYP2C9 substrate	-	0.5955	59.55%
CYP2D6 substrate	-	0.8610	86.10%
CYP3A4 inhibition	-	0.9017	90.17%
CYP2C9 inhibition	-	0.9026	90.26%
CYP2C19 inhibition	-	0.9495	94.95%
CYP2D6 inhibition	-	0.9524	95.24%
CYP1A2 inhibition	-	0.9326	93.26%
CYP2C8 inhibition	-	0.8717	87.17%
CYP inhibitory promiscuity	-	0.7195	71.95%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7030	70.30%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9236	92.36%
Skin irritation	-	0.8277	82.77%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6341	63.41%
Micronuclear	-	0.5567	55.67%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8954	89.54%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7302	73.02%
Acute Oral Toxicity (c)	III	0.7610	76.10%
Estrogen receptor binding	-	0.6105	61.05%
Androgen receptor binding	+	0.5859	58.59%
Thyroid receptor binding	+	0.5540	55.40%
Glucocorticoid receptor binding	-	0.4875	48.75%
Aromatase binding	-	0.5539	55.39%
PPAR gamma	-	0.7303	73.03%
Honey bee toxicity	-	0.8337	83.37%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8105	81.05%
Fish aquatic toxicity	-	0.4264	42.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.62%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.39%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.51%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.70%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	87.41%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.77%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.05%	96.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.32%	85.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.52%	97.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.48%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.63%	95.56%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 14352557
• LOTUS: LTS0185301
• wikiData: Q105343664