1-[2,4,6-trihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethanone

Details

• Internal ID: 68a35838-ed53-49f3-907a-1fbc5ffc1d4a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 1-[2,4,6-trihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethanone
• SMILES (Canonical): CC(=O)C1=C(C(=C(C=C1O)O)OC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): CC(=O)C1=C(C(=C(C=C1O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
• InChI: InChI=1S/C14H18O10/c1-4(16)8-5(17)2-6(18)13(10(8)20)24-14-12(22)11(21)9(19)7(3-15)23-14/h2,7,9,11-12,14-15,17-22H,3H2,1H3/t7-,9-,11+,12-,14+/m1/s1
• InChI Key: ZUWXQUMKYTWEHJ-UURCPNQXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₁₀
• Molecular Weight: 346.29 g/mol
• Exact Mass: 346.08999677 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.82
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6968	69.68%
Caco-2	-	0.8965	89.65%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7307	73.07%
OATP2B1 inhibitior	-	0.7147	71.47%
OATP1B1 inhibitior	+	0.8082	80.82%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8596	85.96%
P-glycoprotein inhibitior	-	0.8970	89.70%
P-glycoprotein substrate	-	0.9373	93.73%
CYP3A4 substrate	+	0.5135	51.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	-	0.8779	87.79%
CYP2C9 inhibition	-	0.8732	87.32%
CYP2C19 inhibition	-	0.9323	93.23%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.8956	89.56%
CYP2C8 inhibition	-	0.8343	83.43%
CYP inhibitory promiscuity	-	0.6895	68.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7453	74.53%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8012	80.12%
Skin irritation	-	0.8162	81.62%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4623	46.23%
Micronuclear	-	0.5108	51.08%
Hepatotoxicity	-	0.7093	70.93%
skin sensitisation	-	0.8497	84.97%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7845	78.45%
Acute Oral Toxicity (c)	III	0.7648	76.48%
Estrogen receptor binding	+	0.6848	68.48%
Androgen receptor binding	-	0.5673	56.73%
Thyroid receptor binding	-	0.5755	57.55%
Glucocorticoid receptor binding	+	0.6336	63.36%
Aromatase binding	-	0.6240	62.40%
PPAR gamma	-	0.5081	50.81%
Honey bee toxicity	-	0.8772	87.72%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7655	76.55%
Fish aquatic toxicity	+	0.6459	64.59%

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	99.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.16%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.69%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.21%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.12%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.58%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.52%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.11%	96.00%

Plants that contains it

• Polygala arillata
• Polygala tenuifolia
• Reynoutria multiflora

Cross-Links

• PubChem: 5320664
• NPASS: NPC250793
• LOTUS: LTS0038137
• wikiData: Q105384170