(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-7-sulfooxychromen-3-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 5424aec1-f34e-459d-afb4-5766d7ad87b2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-3-O-glucuronides
• IUPAC Name: (2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-7-sulfooxychromen-3-yl]oxyoxane-2-carboxylic acid
• InChI: InChI=1S/C22H20O16S/c1-34-11-4-7(2-3-9(11)23)18-19(36-22-17(28)15(26)16(27)20(37-22)21(29)30)14(25)13-10(24)5-8(6-12(13)35-18)38-39(31,32)33/h2-6,15-17,20,22-24,26-28H,1H3,(H,29,30)(H,31,32,33)/t15-,16+,17+,20+,22-/m1/s1
• InChI Key: WZDPRCUVWISQMO-ITIJKJFXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀O₁₆S
• Molecular Weight: 572.50 g/mol
• Exact Mass: 572.04720572 g/mol
• Topological Polar Surface Area (TPSA): 264.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.67
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6536	65.36%
Caco-2	-	0.8999	89.99%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4683	46.83%
OATP2B1 inhibitior	-	0.5531	55.31%
OATP1B1 inhibitior	+	0.9315	93.15%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6078	60.78%
P-glycoprotein inhibitior	+	0.5895	58.95%
P-glycoprotein substrate	-	0.7188	71.88%
CYP3A4 substrate	+	0.6471	64.71%
CYP2C9 substrate	-	0.8178	81.78%
CYP2D6 substrate	-	0.8689	86.89%
CYP3A4 inhibition	-	0.9030	90.30%
CYP2C9 inhibition	-	0.8502	85.02%
CYP2C19 inhibition	-	0.8541	85.41%
CYP2D6 inhibition	-	0.9007	90.07%
CYP1A2 inhibition	-	0.6307	63.07%
CYP2C8 inhibition	+	0.8914	89.14%
CYP inhibitory promiscuity	-	0.8702	87.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.5156	51.56%
Carcinogenicity (trinary)	Non-required	0.6257	62.57%
Eye corrosion	-	0.9480	94.80%
Eye irritation	-	0.8681	86.81%
Skin irritation	-	0.7713	77.13%
Skin corrosion	-	0.8803	88.03%
Ames mutagenesis	-	0.5764	57.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6908	69.08%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6782	67.82%
skin sensitisation	-	0.8609	86.09%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8027	80.27%
Acute Oral Toxicity (c)	III	0.6140	61.40%
Estrogen receptor binding	+	0.7374	73.74%
Androgen receptor binding	+	0.7071	70.71%
Thyroid receptor binding	-	0.5508	55.08%
Glucocorticoid receptor binding	+	0.6764	67.64%
Aromatase binding	-	0.6807	68.07%
PPAR gamma	+	0.5563	55.63%
Honey bee toxicity	-	0.7943	79.43%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9793	97.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.35%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.88%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.22%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.68%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.09%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.05%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.38%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.80%	99.15%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.33%	85.31%
CHEMBL1951	P21397	Monoamine oxidase A	91.13%	91.49%
CHEMBL3194	P02766	Transthyretin	90.10%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.67%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.26%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.34%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.90%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.62%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.87%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.67%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.64%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	82.51%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.50%	94.33%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	80.12%	95.48%

Plants that contains it

• Frankenia pulverulenta

Cross-Links

• PubChem: 162929763
• LOTUS: LTS0157211
• wikiData: Q105323037