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

Details

• Internal ID: 6f493a5d-f944-4d96-b67b-6752780b2241
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoic acid
• SMILES (Canonical): C=C(C1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O)C(=O)O
• SMILES (Isomeric): C=C(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/C15H18O8/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/h2-5,10-13,15-19H,1,6H2,(H,20,21)/t10-,11-,12+,13-,15-/m1/s1
• InChI Key: SZYJRGMLXAMCNX-ZHZXCYKASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₈
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.10016753 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -1.04
• 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	-	0.5580	55.80%
Caco-2	-	0.7156	71.56%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6857	68.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9390	93.90%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8530	85.30%
P-glycoprotein inhibitior	-	0.9310	93.10%
P-glycoprotein substrate	-	0.9719	97.19%
CYP3A4 substrate	-	0.5348	53.48%
CYP2C9 substrate	-	0.8056	80.56%
CYP2D6 substrate	-	0.8763	87.63%
CYP3A4 inhibition	-	0.7937	79.37%
CYP2C9 inhibition	-	0.7940	79.40%
CYP2C19 inhibition	-	0.7791	77.91%
CYP2D6 inhibition	-	0.9005	90.05%
CYP1A2 inhibition	-	0.8801	88.01%
CYP2C8 inhibition	-	0.6026	60.26%
CYP inhibitory promiscuity	-	0.5625	56.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7387	73.87%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.7358	73.58%
Skin irritation	-	0.8018	80.18%
Skin corrosion	-	0.9574	95.74%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7448	74.48%
Micronuclear	-	0.5567	55.67%
Hepatotoxicity	-	0.8694	86.94%
skin sensitisation	-	0.7230	72.30%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5951	59.51%
Acute Oral Toxicity (c)	III	0.5990	59.90%
Estrogen receptor binding	-	0.4764	47.64%
Androgen receptor binding	-	0.5729	57.29%
Thyroid receptor binding	+	0.5871	58.71%
Glucocorticoid receptor binding	-	0.4798	47.98%
Aromatase binding	+	0.5200	52.00%
PPAR gamma	+	0.7785	77.85%
Honey bee toxicity	-	0.8939	89.39%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7950	79.50%
Fish aquatic toxicity	+	0.9138	91.38%

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	94.69%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.52%	99.17%
CHEMBL4208	P20618	Proteasome component C5	89.16%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.18%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.24%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.22%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.46%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	80.41%	90.17%

Plants that contains it

• Eurycorymbus cavaleriei

Cross-Links

• PubChem: 53348662
• LOTUS: LTS0252742
• wikiData: Q105264483