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

Details

• Internal ID: 3c61745a-f370-4c7e-9689-5387d64633a8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: (2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)OC)O)O
• SMILES (Isomeric): COC1=C(C=C(C=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)OC)O)O
• InChI: InChI=1S/C23H22O13/c1-32-11-4-3-8(5-9(11)24)12-6-10(25)15-13(34-12)7-14(20(33-2)16(15)26)35-23-19(29)17(27)18(28)21(36-23)22(30)31/h3-7,17-19,21,23-24,26-29H,1-2H3,(H,30,31)/t17-,18+,19+,21-,23+/m0/s1
• InChI Key: MIZRWCVHCYQBHN-KQKYNLKISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₁₃
• Molecular Weight: 506.40 g/mol
• Exact Mass: 506.10604075 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.16
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• 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	-	0.8625	86.25%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6622	66.22%
OATP2B1 inhibitior	-	0.5394	53.94%
OATP1B1 inhibitior	+	0.8939	89.39%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7124	71.24%
P-glycoprotein inhibitior	-	0.5767	57.67%
P-glycoprotein substrate	-	0.6877	68.77%
CYP3A4 substrate	+	0.6018	60.18%
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	+	0.8581	85.81%
CYP inhibitory promiscuity	-	0.7569	75.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6217	62.17%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9196	91.96%
Skin irritation	-	0.7288	72.88%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.6564	65.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.3822	38.22%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9298	92.98%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9379	93.79%
Acute Oral Toxicity (c)	III	0.5086	50.86%
Estrogen receptor binding	+	0.8371	83.71%
Androgen receptor binding	+	0.6616	66.16%
Thyroid receptor binding	+	0.5431	54.31%
Glucocorticoid receptor binding	+	0.6995	69.95%
Aromatase binding	-	0.5395	53.95%
PPAR gamma	+	0.6398	63.98%
Honey bee toxicity	-	0.8014	80.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
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	98.63%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.94%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.18%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.59%	94.00%
CHEMBL3194	P02766	Transthyretin	94.07%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.72%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.57%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.26%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.77%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.97%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.80%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.02%	99.15%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.17%	83.57%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.16%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.31%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.98%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.55%	95.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.02%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.65%	95.50%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	80.82%	89.23%

Plants that contains it

• Ruellia patula

Cross-Links

• PubChem: 53248174
• LOTUS: LTS0230006
• wikiData: Q105165310