Confusoside

Details

• Internal ID: d24e41f8-0d45-4c68-a2b4-4774c5b7b70d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 3-(4-hydroxyphenyl)-1-[2-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one
• SMILES (Canonical): C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O
• InChI: InChI=1S/C21H24O9/c22-10-17-18(26)19(27)20(28)21(30-17)29-13-6-7-14(16(25)9-13)15(24)8-3-11-1-4-12(23)5-2-11/h1-2,4-7,9,17-23,25-28H,3,8,10H2/t17-,18-,19+,20-,21-/m1/s1
• InChI Key: BIZAJDCIOZNYLQ-YMQHIKHWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₉
• Molecular Weight: 420.40 g/mol
• Exact Mass: 420.14203234 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.09
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

• 3-(4-hydroxyphenyl)-1-[2-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one
• 3-(4-hydroxyphenyl)-1-(2-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyphenyl)propan-1-one
• 3-(4-hydroxyphenyl)-1-(2-hydroxy-4-(3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyphenyl)propan-1-one
• 3-(4-hydroxyphenyl)-1-[2-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one
• RefChem:127711
• 21562-22-1
• CHEMBL1084916
• SCHEMBL31296555
• CHEBI:184548

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7510	75.10%
Caco-2	-	0.9148	91.48%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7630	76.30%
OATP2B1 inhibitior	-	0.5622	56.22%
OATP1B1 inhibitior	+	0.9206	92.06%
OATP1B3 inhibitior	+	0.9011	90.11%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5727	57.27%
P-glycoprotein inhibitior	-	0.7564	75.64%
P-glycoprotein substrate	-	0.8610	86.10%
CYP3A4 substrate	+	0.5623	56.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.8751	87.51%
CYP2C9 inhibition	+	0.5454	54.54%
CYP2C19 inhibition	-	0.8258	82.58%
CYP2D6 inhibition	-	0.9235	92.35%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	+	0.6737	67.37%
CYP inhibitory promiscuity	-	0.7838	78.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7465	74.65%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8469	84.69%
Skin irritation	-	0.8164	81.64%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6067	60.67%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8315	83.15%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7899	78.99%
Acute Oral Toxicity (c)	III	0.7398	73.98%
Estrogen receptor binding	+	0.7139	71.39%
Androgen receptor binding	-	0.5132	51.32%
Thyroid receptor binding	-	0.5228	52.28%
Glucocorticoid receptor binding	-	0.5291	52.91%
Aromatase binding	+	0.5660	56.60%
PPAR gamma	+	0.7298	72.98%
Honey bee toxicity	-	0.7088	70.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7350	73.50%
Fish aquatic toxicity	+	0.6914	69.14%

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	98.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.26%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.16%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.00%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.27%	94.00%
CHEMBL4208	P20618	Proteasome component C5	90.19%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.64%	94.45%
CHEMBL3437	Q16853	Amine oxidase, copper containing	89.56%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.25%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.62%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.56%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.55%	99.15%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.34%	85.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.52%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.76%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.32%	97.36%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.61%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.43%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.10%	95.56%

Plants that contains it

• Fadogia ancylantha

Cross-Links

• PubChem: 21722183
• LOTUS: LTS0026733
• wikiData: Q104936897