[(2S,3R,4R,5R,6R)-5-acetyloxy-4-hydroxy-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]oxan-3-yl] acetate

Details

• Internal ID: 52f8c6db-7b0e-40b6-b810-b70304fcf38e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3R,4R,5R,6R)-5-acetyloxy-4-hydroxy-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]oxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)OC)O)O)O)O)OC(=O)C)O)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)OC)O)O)O)O)OC(=O)C)O)OC(=O)C
• InChI: InChI=1S/C32H36O16/c1-13-29(44-14(2)33)28(40)30(45-15(3)34)32(43-13)42-12-23-25(37)26(38)27(39)31(48-23)46-18-9-19(35)24-20(36)11-21(47-22(24)10-18)16-5-7-17(41-4)8-6-16/h5-11,13,23,25-32,35,37-40H,12H2,1-4H3/t13-,23+,25+,26-,27+,28+,29-,30+,31+,32+/m0/s1
• InChI Key: YRDMSNMRKGTHMB-KVPSBFEGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₆O₁₆
• Molecular Weight: 676.60 g/mol
• Exact Mass: 676.20033506 g/mol
• Topological Polar Surface Area (TPSA): 226.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 16
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6042	60.42%
Caco-2	-	0.8732	87.32%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6710	67.10%
OATP2B1 inhibitior	+	0.5709	57.09%
OATP1B1 inhibitior	+	0.8850	88.50%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7557	75.57%
P-glycoprotein inhibitior	+	0.6456	64.56%
P-glycoprotein substrate	+	0.6018	60.18%
CYP3A4 substrate	+	0.6400	64.00%
CYP2C9 substrate	-	0.8277	82.77%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.9348	93.48%
CYP2C9 inhibition	-	0.9346	93.46%
CYP2C19 inhibition	-	0.9564	95.64%
CYP2D6 inhibition	-	0.9479	94.79%
CYP1A2 inhibition	-	0.9589	95.89%
CYP2C8 inhibition	+	0.6934	69.34%
CYP inhibitory promiscuity	-	0.8466	84.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6285	62.85%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9192	91.92%
Skin irritation	-	0.8507	85.07%
Skin corrosion	-	0.9621	96.21%
Ames mutagenesis	-	0.5264	52.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.3802	38.02%
Micronuclear	+	0.6992	69.92%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9463	94.63%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9264	92.64%
Acute Oral Toxicity (c)	III	0.6840	68.40%
Estrogen receptor binding	+	0.8107	81.07%
Androgen receptor binding	+	0.6562	65.62%
Thyroid receptor binding	+	0.5280	52.80%
Glucocorticoid receptor binding	+	0.6797	67.97%
Aromatase binding	+	0.5651	56.51%
PPAR gamma	+	0.7408	74.08%
Honey bee toxicity	-	0.7504	75.04%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8632	86.32%

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	99.65%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.99%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.16%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.92%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.65%	89.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	94.77%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.26%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	94.13%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.73%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.58%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.27%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	89.46%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.45%	95.56%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	88.22%	87.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.06%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.55%	99.17%
CHEMBL4208	P20618	Proteasome component C5	86.36%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.33%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.29%	94.45%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.13%	95.64%
CHEMBL1907	P15144	Aminopeptidase N	83.90%	93.31%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.74%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.23%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.81%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.22%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.18%	95.89%
CHEMBL3194	P02766	Transthyretin	80.82%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	80.01%	91.19%

Plants that contains it

• Dracocephalum peregrinum

Cross-Links

• PubChem: 25208353
• LOTUS: LTS0264181
• wikiData: Q105352731