(3S)-5-[[(2R,3S,4S,5R,6S)-6-[5,6-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid

Details

• Internal ID: 82c19a27-d8b4-4148-b5ff-4e6e934627c0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: (3S)-5-[[(2R,3S,4S,5R,6S)-6-[5,6-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid
• InChI: InChI=1S/C28H30O16/c1-28(39,8-19(31)32)9-20(33)41-10-18-23(35)25(37)26(38)27(44-18)43-17-7-16-21(24(36)22(17)34)13(30)6-14(42-16)11-3-4-12(29)15(5-11)40-2/h3-7,18,23,25-27,29,34-39H,8-10H2,1-2H3,(H,31,32)/t18-,23-,25+,26-,27-,28+/m1/s1
• InChI Key: UIKVEVPMKBTFAC-OVWGFMHBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₀O₁₆
• Molecular Weight: 622.50 g/mol
• Exact Mass: 622.15338487 g/mol
• Topological Polar Surface Area (TPSA): 259.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6362	63.62%
Caco-2	-	0.8880	88.80%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6225	62.25%
OATP2B1 inhibitior	-	0.7085	70.85%
OATP1B1 inhibitior	+	0.8169	81.69%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4790	47.90%
P-glycoprotein inhibitior	+	0.6159	61.59%
P-glycoprotein substrate	+	0.5077	50.77%
CYP3A4 substrate	+	0.6640	66.40%
CYP2C9 substrate	-	0.6387	63.87%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.8060	80.60%
CYP2C9 inhibition	-	0.9354	93.54%
CYP2C19 inhibition	-	0.9213	92.13%
CYP2D6 inhibition	-	0.9307	93.07%
CYP1A2 inhibition	-	0.8802	88.02%
CYP2C8 inhibition	+	0.7904	79.04%
CYP inhibitory promiscuity	-	0.9471	94.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6282	62.82%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9161	91.61%
Skin irritation	-	0.8238	82.38%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	-	0.5764	57.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6481	64.81%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.7551	75.51%
skin sensitisation	-	0.9174	91.74%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9755	97.55%
Acute Oral Toxicity (c)	III	0.5942	59.42%
Estrogen receptor binding	+	0.8145	81.45%
Androgen receptor binding	+	0.6696	66.96%
Thyroid receptor binding	-	0.5070	50.70%
Glucocorticoid receptor binding	+	0.7158	71.58%
Aromatase binding	+	0.6907	69.07%
PPAR gamma	+	0.7324	73.24%
Honey bee toxicity	-	0.7364	73.64%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6249	62.49%
Fish aquatic toxicity	+	0.9617	96.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.59%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.51%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	97.94%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.41%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.68%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.37%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.76%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.01%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.81%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.80%	95.64%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.25%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	88.89%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.93%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.80%	95.56%
CHEMBL3194	P02766	Transthyretin	83.53%	90.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.08%	96.90%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.88%	97.36%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.07%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	81.59%	92.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.22%	90.71%

Plants that contains it

• Frullania polysticta

Cross-Links

• PubChem: 162970352
• LOTUS: LTS0056291
• wikiData: Q105273435