(2R)-2-[4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propanoic acid

Details

• Internal ID: 14765ad0-d084-4867-8017-2f7948e5eab0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2R)-2-[4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propanoic acid
• SMILES (Canonical): CC(C1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O)C(=O)O
• SMILES (Isomeric): C[C@H](C1=CC=C(C=C1)O[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)CO)O)O)O)C(=O)O
• InChI: InChI=1S/C15H20O8/c1-7(14(20)21)8-2-4-9(5-3-8)22-15-13(19)12(18)11(17)10(6-16)23-15/h2-5,7,10-13,15-19H,6H2,1H3,(H,20,21)/t7-,10+,11+,12-,13+,15+/m1/s1
• InChI Key: BVJMHIAJLGZOHQ-MBUAWJIVSA-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: 0.10
• Atomic LogP (AlogP): -0.95
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 5

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	-	0.7506	75.06%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7640	76.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9360	93.60%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8183	81.83%
P-glycoprotein inhibitior	-	0.9333	93.33%
P-glycoprotein substrate	-	0.9700	97.00%
CYP3A4 substrate	-	0.6082	60.82%
CYP2C9 substrate	-	0.6005	60.05%
CYP2D6 substrate	-	0.8882	88.82%
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	-	0.9640	96.40%
CYP inhibitory promiscuity	-	0.7195	71.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7030	70.30%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9185	91.85%
Skin irritation	-	0.8277	82.77%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6721	67.21%
Micronuclear	-	0.5567	55.67%
Hepatotoxicity	-	0.7194	71.94%
skin sensitisation	-	0.8954	89.54%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7504	75.04%
Acute Oral Toxicity (c)	III	0.7610	76.10%
Estrogen receptor binding	-	0.7683	76.83%
Androgen receptor binding	-	0.5587	55.87%
Thyroid receptor binding	-	0.5281	52.81%
Glucocorticoid receptor binding	-	0.6417	64.17%
Aromatase binding	-	0.5911	59.11%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8965	89.65%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8450	84.50%
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	97.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.04%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.63%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.71%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.47%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.43%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.28%	90.17%
CHEMBL4208	P20618	Proteasome component C5	87.27%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.75%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.50%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.14%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.08%	93.56%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 162843932
• LOTUS: LTS0019227
• wikiData: Q104946601