[(2R,3S,4R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 10ccddbc-3d9f-4815-b166-8b17fd3b2709
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
• IUPAC Name: [(2R,3S,4R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4C(C(C(C(O4)COC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)[C@H]4C([C@H]([C@@H]([C@H](O4)COC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C28H24O14/c29-12-3-1-10(2-4-12)17-7-13(30)20-18(41-17)8-14(31)21(24(20)36)27-26(38)25(37)23(35)19(42-27)9-40-28(39)11-5-15(32)22(34)16(33)6-11/h1-8,19,23,25-27,29,31-38H,9H2/t19-,23-,25+,26?,27+/m1/s1
• InChI Key: VHHCLIKWPGQXHO-UVSFWOTMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₁₄
• Molecular Weight: 584.50 g/mol
• Exact Mass: 584.11660544 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.07
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6055	60.55%
Caco-2	-	0.9128	91.28%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6349	63.49%
OATP2B1 inhibitior	-	0.5470	54.70%
OATP1B1 inhibitior	+	0.7548	75.48%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.5891	58.91%
P-glycoprotein inhibitior	+	0.6333	63.33%
P-glycoprotein substrate	-	0.7134	71.34%
CYP3A4 substrate	+	0.6397	63.97%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.9135	91.35%
CYP2C9 inhibition	-	0.8848	88.48%
CYP2C19 inhibition	-	0.9087	90.87%
CYP2D6 inhibition	-	0.9593	95.93%
CYP1A2 inhibition	-	0.9330	93.30%
CYP2C8 inhibition	+	0.8782	87.82%
CYP inhibitory promiscuity	-	0.8642	86.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6994	69.94%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.8736	87.36%
Skin irritation	-	0.8191	81.91%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	-	0.5355	53.55%
Human Ether-a-go-go-Related Gene inhibition	-	0.4501	45.01%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9218	92.18%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9621	96.21%
Acute Oral Toxicity (c)	III	0.4217	42.17%
Estrogen receptor binding	+	0.7177	71.77%
Androgen receptor binding	+	0.8163	81.63%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6315	63.15%
Aromatase binding	-	0.4908	49.08%
PPAR gamma	+	0.6913	69.13%
Honey bee toxicity	-	0.7673	76.73%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9242	92.42%

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	99.46%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.65%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.05%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.99%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.35%	95.64%
CHEMBL3194	P02766	Transthyretin	94.01%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	92.78%	83.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.67%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.54%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.08%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.59%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.30%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.40%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.37%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.96%	95.78%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	84.26%	80.33%
CHEMBL220	P22303	Acetylcholinesterase	82.60%	94.45%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	81.98%	89.23%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.48%	91.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.34%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.82%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.61%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.03%	95.56%

Plants that contains it

• Pelargonium reniforme
• Terminalia catappa

Cross-Links

• PubChem: 163193902
• LOTUS: LTS0054774
• wikiData: Q105286426