[(2R,3R,4R,5S,6S)-2-[[(2R,3S,4S,5R,6S)-6-[7-[(2S,3R,4S,5R,6S)-5-acetyloxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-5-hydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: e0350ee2-1335-49dd-89fd-6514b7bfb1c6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3R,4R,5S,6S)-2-[[(2R,3S,4S,5R,6S)-6-[7-[(2S,3R,4S,5R,6S)-5-acetyloxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-5-hydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C49H56O26/c1-18-32(56)43(74-46-38(62)33(57)27(54)16-65-46)45(73-30(55)13-6-21-4-9-23(51)10-5-21)49(67-18)66-17-29-34(58)36(60)39(63)48(72-29)75-44-35(59)31-26(53)14-25(15-28(31)71-42(44)22-7-11-24(52)12-8-22)70-47-40(64)37(61)41(19(2)68-47)69-20(3)50/h4-15,18-19,27,29,32-34,36-41,43,45-49,51-54,56-58,60-64H,16-17H2,1-3H3/b13-6+/t18-,19-,27+,29+,32-,33-,34+,36-,37-,38+,39+,40+,41-,43+,45+,46-,47-,48-,49+/m0/s1
• InChI Key: ODIAXECYBZSKME-BMSKNPRJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₅₆O₂₆
• Molecular Weight: 1061.00 g/mol
• Exact Mass: 1060.30598189 g/mol
• Topological Polar Surface Area (TPSA): 396.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.89
• H-Bond Acceptor: 26
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5692	56.92%
Caco-2	-	0.8671	86.71%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5602	56.02%
OATP2B1 inhibitior	-	0.7210	72.10%
OATP1B1 inhibitior	+	0.8570	85.70%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9226	92.26%
P-glycoprotein inhibitior	+	0.7339	73.39%
P-glycoprotein substrate	+	0.7467	74.67%
CYP3A4 substrate	+	0.7208	72.08%
CYP2C9 substrate	-	0.8155	81.55%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.9436	94.36%
CYP2C9 inhibition	-	0.9264	92.64%
CYP2C19 inhibition	-	0.9451	94.51%
CYP2D6 inhibition	-	0.9463	94.63%
CYP1A2 inhibition	-	0.9282	92.82%
CYP2C8 inhibition	+	0.8377	83.77%
CYP inhibitory promiscuity	-	0.8667	86.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6299	62.99%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9007	90.07%
Skin irritation	-	0.8437	84.37%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7800	78.00%
Micronuclear	+	0.6833	68.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8886	88.86%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9751	97.51%
Acute Oral Toxicity (c)	III	0.6391	63.91%
Estrogen receptor binding	+	0.8048	80.48%
Androgen receptor binding	+	0.6618	66.18%
Thyroid receptor binding	+	0.6215	62.15%
Glucocorticoid receptor binding	+	0.7303	73.03%
Aromatase binding	+	0.5594	55.94%
PPAR gamma	+	0.8100	81.00%
Honey bee toxicity	-	0.6607	66.07%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9578	95.78%

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	99.84%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.45%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.09%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.16%	86.33%
CHEMBL2581	P07339	Cathepsin D	98.05%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.25%	85.14%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.15%	95.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.50%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.63%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.27%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	90.76%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.39%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.14%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.65%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.51%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.13%	95.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.91%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.61%	94.80%
CHEMBL242	Q92731	Estrogen receptor beta	87.57%	98.35%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.25%	94.00%
CHEMBL4208	P20618	Proteasome component C5	86.25%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.05%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	84.27%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.45%	86.92%
CHEMBL3194	P02766	Transthyretin	82.44%	90.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.70%	97.28%

Plants that contains it

• Delphinium gracile

Cross-Links

• PubChem: 163191815
• LOTUS: LTS0246097
• wikiData: Q105189860