3-Glucosyl-2,3',4,4',6-pentahydroxybenzophenone

Details

• Internal ID: 2cd83acb-583c-4017-9ce5-b7297943d2b4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (3,4-dihydroxyphenyl)-[2,4,6-trihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]methanone
• SMILES (Canonical): C1=CC(=C(C=C1C(=O)C2=C(C=C(C(=C2O)C3C(C(C(C(O3)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C(=O)C2=C(C=C(C(=C2O)C3C(C(C(C(O3)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C19H20O11/c20-5-11-15(26)17(28)18(29)19(30-11)13-10(24)4-9(23)12(16(13)27)14(25)6-1-2-7(21)8(22)3-6/h1-4,11,15,17-24,26-29H,5H2
• InChI Key: VYGJDASIWDWDAM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₁₁
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.10056145 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.04
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 4

Synonyms

• 3-Glucosylmaclurin
• CHEBI:188121
• (3,4-dihydroxyphenyl)-[2,4,6-trihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]methanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4894	48.94%
Caco-2	-	0.9321	93.21%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6608	66.08%
OATP2B1 inhibitior	+	0.5866	58.66%
OATP1B1 inhibitior	+	0.7899	78.99%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7736	77.36%
P-glycoprotein inhibitior	-	0.8325	83.25%
P-glycoprotein substrate	-	0.8945	89.45%
CYP3A4 substrate	-	0.5235	52.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	-	0.7733	77.33%
CYP2C9 inhibition	-	0.8698	86.98%
CYP2C19 inhibition	-	0.9327	93.27%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.8885	88.85%
CYP2C8 inhibition	+	0.5405	54.05%
CYP inhibitory promiscuity	-	0.6486	64.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7369	73.69%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.6162	61.62%
Skin irritation	-	0.7994	79.94%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	+	0.5410	54.10%
Human Ether-a-go-go-Related Gene inhibition	-	0.5081	50.81%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8040	80.40%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8259	82.59%
Acute Oral Toxicity (c)	III	0.5706	57.06%
Estrogen receptor binding	+	0.6836	68.36%
Androgen receptor binding	+	0.6235	62.35%
Thyroid receptor binding	+	0.5151	51.51%
Glucocorticoid receptor binding	+	0.7098	70.98%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6358	63.58%
Honey bee toxicity	-	0.9118	91.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.7099	70.99%

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	99.22%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	91.28%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	87.83%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.58%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.96%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.94%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.82%	86.33%
CHEMBL3194	P02766	Transthyretin	85.17%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.36%	90.00%
CHEMBL2581	P07339	Cathepsin D	80.37%	98.95%

Plants that contains it

• Mangifera indica

Cross-Links

• PubChem: 75169766
• LOTUS: LTS0030342
• wikiData: Q105298975