6-[5,7-Dihydroxy-2-(4-methoxyphenyl)-4-oxochromen-8-yl]oxy-4-hydroxy-3,5-disulfooxyoxane-2-carboxylic acid

Details

• Internal ID: a74ea03b-a35a-43d4-9935-cf2a172d51f9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-8-O-glucuronides
• IUPAC Name: 6-[5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxochromen-8-yl]oxy-4-hydroxy-3,5-disulfooxyoxane-2-carboxylic acid
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)OC4C(C(C(C(O4)C(=O)O)OS(=O)(=O)O)O)OS(=O)(=O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)OC4C(C(C(C(O4)C(=O)O)OS(=O)(=O)O)O)OS(=O)(=O)O
• InChI: InChI=1S/C22H20O18S2/c1-35-9-4-2-8(3-5-9)13-7-11(24)14-10(23)6-12(25)16(17(14)36-13)37-22-19(40-42(32,33)34)15(26)18(39-41(29,30)31)20(38-22)21(27)28/h2-7,15,18-20,22-23,25-26H,1H3,(H,27,28)(H,29,30,31)(H,32,33,34)
• InChI Key: MANWEJPUTNQLGH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀O₁₈S₂
• Molecular Weight: 636.50 g/mol
• Exact Mass: 636.00910613 g/mol
• Topological Polar Surface Area (TPSA): 296.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.19
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7603	76.03%
Caco-2	-	0.8880	88.80%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4687	46.87%
OATP2B1 inhibitior	-	0.5542	55.42%
OATP1B1 inhibitior	+	0.8735	87.35%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7665	76.65%
P-glycoprotein inhibitior	+	0.6532	65.32%
P-glycoprotein substrate	-	0.6799	67.99%
CYP3A4 substrate	+	0.6400	64.00%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8694	86.94%
CYP3A4 inhibition	-	0.8988	89.88%
CYP2C9 inhibition	-	0.8364	83.64%
CYP2C19 inhibition	-	0.8644	86.44%
CYP2D6 inhibition	-	0.8974	89.74%
CYP1A2 inhibition	-	0.6303	63.03%
CYP2C8 inhibition	+	0.6465	64.65%
CYP inhibitory promiscuity	-	0.8180	81.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5156	51.56%
Carcinogenicity (trinary)	Non-required	0.6188	61.88%
Eye corrosion	-	0.9443	94.43%
Eye irritation	-	0.8933	89.33%
Skin irritation	-	0.7733	77.33%
Skin corrosion	-	0.8781	87.81%
Ames mutagenesis	-	0.5818	58.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.5147	51.47%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6081	60.81%
skin sensitisation	-	0.8662	86.62%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9514	95.14%
Acute Oral Toxicity (c)	III	0.6275	62.75%
Estrogen receptor binding	+	0.7749	77.49%
Androgen receptor binding	+	0.8520	85.20%
Thyroid receptor binding	-	0.4892	48.92%
Glucocorticoid receptor binding	+	0.6161	61.61%
Aromatase binding	-	0.5845	58.45%
PPAR gamma	+	0.6526	65.26%
Honey bee toxicity	-	0.7647	76.47%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9762	97.62%

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	97.80%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.51%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.23%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.78%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.54%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.48%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.01%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.53%	89.00%
CHEMBL3194	P02766	Transthyretin	86.78%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.04%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	85.21%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.16%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.08%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.98%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.90%	86.92%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	83.44%	89.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.29%	96.77%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.02%	85.31%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.71%	93.99%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	82.37%	87.67%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.23%	96.00%
CHEMBL1907	P15144	Aminopeptidase N	81.62%	93.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.22%	99.17%

Plants that contains it

• Helicteres isora

Cross-Links

• PubChem: 73981637
• LOTUS: LTS0015653
• wikiData: Q105160442