[(2S,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (2S)-2-methylbutanoate

Details

• Internal ID: b3b457f6-9e09-43bb-a7f5-f8c95149eb64
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (2S)-2-methylbutanoate
• InChI: InChI=1S/C26H28O12/c1-3-11(2)25(34)35-10-20-22(31)23(32)24(33)26(38-20)36-13-7-16(29)21-17(30)9-18(37-19(21)8-13)12-4-5-14(27)15(28)6-12/h4-9,11,20,22-24,26-29,31-33H,3,10H2,1-2H3/t11-,20-,22+,23-,24+,26+/m0/s1
• InChI Key: DFKGGJWKZISAJE-SFHZLUGLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₂
• Molecular Weight: 532.50 g/mol
• Exact Mass: 532.15807632 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5830	58.30%
Caco-2	-	0.8891	88.91%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7778	77.78%
OATP2B1 inhibitior	-	0.6963	69.63%
OATP1B1 inhibitior	+	0.9265	92.65%
OATP1B3 inhibitior	+	0.9190	91.90%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7949	79.49%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6126	61.26%
CYP3A4 substrate	+	0.5920	59.20%
CYP2C9 substrate	+	0.5740	57.40%
CYP2D6 substrate	-	0.8709	87.09%
CYP3A4 inhibition	-	0.8872	88.72%
CYP2C9 inhibition	-	0.8071	80.71%
CYP2C19 inhibition	-	0.8241	82.41%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.7480	74.80%
CYP2C8 inhibition	+	0.7372	73.72%
CYP inhibitory promiscuity	-	0.7959	79.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7134	71.34%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9114	91.14%
Skin irritation	-	0.8428	84.28%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	-	0.5064	50.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.3662	36.62%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9057	90.57%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9499	94.99%
Acute Oral Toxicity (c)	III	0.5118	51.18%
Estrogen receptor binding	+	0.7949	79.49%
Androgen receptor binding	+	0.7244	72.44%
Thyroid receptor binding	+	0.5517	55.17%
Glucocorticoid receptor binding	+	0.6362	63.62%
Aromatase binding	+	0.5287	52.87%
PPAR gamma	+	0.6954	69.54%
Honey bee toxicity	-	0.7408	74.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9893	98.93%

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	99.14%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.64%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.04%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.02%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.00%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.42%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.28%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.46%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.00%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.97%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.76%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.26%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.35%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	85.09%	94.45%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.72%	93.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.69%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.58%	95.64%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.11%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.79%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.28%	95.56%
CHEMBL3194	P02766	Transthyretin	82.18%	90.71%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.51%	80.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.09%	99.23%

Plants that contains it

• Arnica chamissonis

Cross-Links

• PubChem: 163067556
• LOTUS: LTS0121375
• wikiData: Q104977960