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

Details

• Internal ID: 6945ac79-6286-4ae1-86ab-0e1418ac3cb3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: (2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): COC1=CC=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
• SMILES (Isomeric): COC1=CC=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
• InChI: InChI=1S/C23H22O12/c1-31-10-5-3-9(4-6-10)12-7-11(24)15-13(33-12)8-14(20(32-2)16(15)25)34-23-19(28)17(26)18(27)21(35-23)22(29)30/h3-8,17-19,21,23,25-28H,1-2H3,(H,29,30)/t17-,18-,19+,21+,23+/m0/s1
• InChI Key: ZEKXCIHGJAZTEW-QHPMCARKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₁₂
• Molecular Weight: 490.40 g/mol
• Exact Mass: 490.11112613 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.45
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• 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	-	0.8505	85.05%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6622	66.22%
OATP2B1 inhibitior	-	0.5274	52.74%
OATP1B1 inhibitior	+	0.7591	75.91%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7572	75.72%
P-glycoprotein inhibitior	-	0.5189	51.89%
P-glycoprotein substrate	-	0.8200	82.00%
CYP3A4 substrate	+	0.6183	61.83%
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	+	0.7945	79.45%
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	-	0.9100	91.00%
Skin irritation	-	0.7288	72.88%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.6764	67.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4537	45.37%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9298	92.98%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9398	93.98%
Acute Oral Toxicity (c)	III	0.5086	50.86%
Estrogen receptor binding	+	0.8488	84.88%
Androgen receptor binding	+	0.7596	75.96%
Thyroid receptor binding	+	0.5414	54.14%
Glucocorticoid receptor binding	+	0.7510	75.10%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6567	65.67%
Honey bee toxicity	-	0.8386	83.86%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
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	99.29%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.31%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.14%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.88%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.53%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.30%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.99%	99.15%
CHEMBL2581	P07339	Cathepsin D	91.33%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.96%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.81%	99.17%
CHEMBL3194	P02766	Transthyretin	88.65%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.44%	95.64%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	86.62%	87.67%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	86.49%	89.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.93%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	84.82%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.94%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.88%	94.45%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.75%	81.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.53%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.09%	99.23%
CHEMBL4208	P20618	Proteasome component C5	80.54%	90.00%

Plants that contains it

• Comanthosphace japonica

Cross-Links

• PubChem: 162872582
• LOTUS: LTS0020857
• wikiData: Q105373389