3-[6-[5,7-Dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3-oxopropanoic acid

Details

• Internal ID: 3ab3a4b5-8b0c-410c-b062-8a25f67d2b66
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[6-[5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3-oxopropanoic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C(=C4)O)O)O)O)O)OC(=O)CC(=O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C(=C4)O)O)O)O)O)OC(=O)CC(=O)O
• InChI: InChI=1S/C24H22O15/c1-7-21(38-15(31)6-14(29)30)19(34)20(35)24(36-7)39-23-18(33)16-10(26)4-9(25)5-13(16)37-22(23)8-2-11(27)17(32)12(28)3-8/h2-5,7,19-21,24-28,32,34-35H,6H2,1H3,(H,29,30)
• InChI Key: CWVUNPMLIASKAC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₂O₁₅
• Molecular Weight: 550.40 g/mol
• Exact Mass: 550.09586999 g/mol
• Topological Polar Surface Area (TPSA): 250.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.22
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7160	71.60%
Caco-2	-	0.8722	87.22%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6487	64.87%
OATP2B1 inhibitior	-	0.5523	55.23%
OATP1B1 inhibitior	+	0.8247	82.47%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5156	51.56%
P-glycoprotein inhibitior	+	0.6403	64.03%
P-glycoprotein substrate	+	0.5862	58.62%
CYP3A4 substrate	+	0.6407	64.07%
CYP2C9 substrate	+	0.5616	56.16%
CYP2D6 substrate	-	0.8737	87.37%
CYP3A4 inhibition	-	0.8400	84.00%
CYP2C9 inhibition	-	0.9247	92.47%
CYP2C19 inhibition	-	0.9541	95.41%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	-	0.9383	93.83%
CYP2C8 inhibition	+	0.8104	81.04%
CYP inhibitory promiscuity	-	0.8845	88.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8907	89.07%
Skin irritation	-	0.7621	76.21%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	+	0.5263	52.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5064	50.64%
Micronuclear	+	0.8218	82.18%
Hepatotoxicity	-	0.5322	53.22%
skin sensitisation	-	0.9069	90.69%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.9122	91.22%
Acute Oral Toxicity (c)	III	0.5714	57.14%
Estrogen receptor binding	+	0.7930	79.30%
Androgen receptor binding	+	0.7107	71.07%
Thyroid receptor binding	+	0.5507	55.07%
Glucocorticoid receptor binding	+	0.6683	66.83%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7247	72.47%
Honey bee toxicity	-	0.8459	84.59%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.8969	89.69%

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	99.68%	91.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.71%	95.64%
CHEMBL2581	P07339	Cathepsin D	97.19%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.12%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.71%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.95%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.53%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.14%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.91%	97.36%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.36%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.77%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	89.58%	94.73%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.30%	81.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	87.70%	94.42%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.97%	95.56%
CHEMBL3194	P02766	Transthyretin	84.83%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.62%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.15%	90.71%
CHEMBL4530	P00488	Coagulation factor XIII	82.90%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.08%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.17%	96.00%
CHEMBL4208	P20618	Proteasome component C5	80.07%	90.00%

Plants that contains it

• Ribes alpinum

Cross-Links

• PubChem: 73107482
• LOTUS: LTS0235062
• wikiData: Q104971617