Chrysoeriol glucuronide

Details

• Internal ID: 12c6f3e2-b733-4453-a697-ec335489cc45
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O)O)O
• InChI: InChI=1S/C22H20O12/c1-31-14-4-8(2-3-10(14)23)13-7-12(25)16-11(24)5-9(6-15(16)33-13)32-22-19(28)17(26)18(27)20(34-22)21(29)30/h2-7,17-20,22-24,26-28H,1H3,(H,29,30)/t17-,18-,19+,20-,22+/m0/s1
• InChI Key: VLYLVFHVHHGXHX-SXFAUFNYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀O₁₂
• Molecular Weight: 476.40 g/mol
• Exact Mass: 476.09547607 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.15
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

• CHEBI:176367
• (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7483	74.83%
Caco-2	-	0.9156	91.56%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6619	66.19%
OATP2B1 inhibitior	-	0.5233	52.33%
OATP1B1 inhibitior	+	0.9498	94.98%
OATP1B3 inhibitior	+	0.9857	98.57%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4682	46.82%
P-glycoprotein inhibitior	-	0.6345	63.45%
P-glycoprotein substrate	-	0.8025	80.25%
CYP3A4 substrate	+	0.5802	58.02%
CYP2C9 substrate	-	0.8245	82.45%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.7674	76.74%
CYP2C9 inhibition	-	0.8642	86.42%
CYP2C19 inhibition	-	0.8511	85.11%
CYP2D6 inhibition	-	0.9471	94.71%
CYP1A2 inhibition	-	0.6411	64.11%
CYP2C8 inhibition	+	0.8616	86.16%
CYP inhibitory promiscuity	-	0.7677	76.77%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5903	59.03%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9032	90.32%
Skin irritation	-	0.6835	68.35%
Skin corrosion	-	0.9231	92.31%
Ames mutagenesis	-	0.6264	62.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5123	51.23%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.8282	82.82%
skin sensitisation	-	0.9291	92.91%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8508	85.08%
Acute Oral Toxicity (c)	III	0.5786	57.86%
Estrogen receptor binding	+	0.8027	80.27%
Androgen receptor binding	+	0.6557	65.57%
Thyroid receptor binding	-	0.5155	51.55%
Glucocorticoid receptor binding	+	0.6846	68.46%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6885	68.85%
Honey bee toxicity	-	0.7581	75.81%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9235	92.35%

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	98.54%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.84%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.53%	91.49%
CHEMBL3194	P02766	Transthyretin	95.00%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.16%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.07%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.94%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.86%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.09%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.68%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.34%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.97%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.27%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.03%	97.36%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.36%	95.78%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.93%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.42%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.16%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.02%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	82.53%	94.73%

Plants that contains it

• Antirrhinum majus
• Artemisia judaica
• Medicago arabica
• Monarda punctata
• Salvia fruticosa
• Salvia palaestina
• Tanacetum parthenium

Cross-Links

• PubChem: 14630703
• LOTUS: LTS0164669
• wikiData: Q104387705