(2S,3S,4R,5S,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: b4f04738-d060-41ba-8483-b0547c850b6b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-3-O-glucuronides
• IUPAC Name: (2S,3S,4R,5S,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• InChI: InChI=1S/C23H22O14/c1-33-11-3-7(4-12(34-2)14(11)26)19-20(15(27)13-9(25)5-8(24)6-10(13)35-19)36-23-18(30)16(28)17(29)21(37-23)22(31)32/h3-6,16-18,21,23-26,28-30H,1-2H3,(H,31,32)/t16-,17+,18+,21+,23-/m1/s1
• InChI Key: DIWWVZPWHQBEMJ-BYIWGJPPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₁₄
• Molecular Weight: 522.40 g/mol
• Exact Mass: 522.10095537 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.14
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7123	71.23%
Caco-2	-	0.8746	87.46%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6622	66.22%
OATP2B1 inhibitior	+	0.5814	58.14%
OATP1B1 inhibitior	+	0.8845	88.45%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6232	62.32%
P-glycoprotein inhibitior	-	0.4665	46.65%
P-glycoprotein substrate	-	0.6804	68.04%
CYP3A4 substrate	+	0.6270	62.70%
CYP2C9 substrate	-	0.8245	82.45%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.7521	75.21%
CYP2C9 inhibition	-	0.8958	89.58%
CYP2C19 inhibition	-	0.8909	89.09%
CYP2D6 inhibition	-	0.9307	93.07%
CYP1A2 inhibition	-	0.8108	81.08%
CYP2C8 inhibition	+	0.8879	88.79%
CYP inhibitory promiscuity	-	0.7569	75.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6217	62.17%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8525	85.25%
Skin irritation	-	0.7288	72.88%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9298	92.98%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8309	83.09%
Acute Oral Toxicity (c)	III	0.5086	50.86%
Estrogen receptor binding	+	0.7644	76.44%
Androgen receptor binding	+	0.6485	64.85%
Thyroid receptor binding	-	0.5426	54.26%
Glucocorticoid receptor binding	+	0.7304	73.04%
Aromatase binding	-	0.5899	58.99%
PPAR gamma	+	0.5978	59.78%
Honey bee toxicity	-	0.8111	81.11%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9387	93.87%

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	98.62%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.56%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.71%	95.64%
CHEMBL2581	P07339	Cathepsin D	93.61%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.47%	95.56%
CHEMBL3194	P02766	Transthyretin	93.23%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.89%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.66%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.28%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.40%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.98%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.19%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.77%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.01%	94.42%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	83.34%	98.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.20%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.16%	95.50%
CHEMBL4208	P20618	Proteasome component C5	81.01%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.46%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.44%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.38%	99.15%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.34%	98.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.22%	92.62%

Plants that contains it

• Philydrum lanuginosum

Cross-Links

• PubChem: 162821262
• LOTUS: LTS0152155
• wikiData: Q104981764