[4-Acetyloxy-5-hydroxy-2-methyl-6-[[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: 2694236e-9157-43da-a104-39f8fddb4122
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [4-acetyloxy-5-hydroxy-2-methyl-6-[[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)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): 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)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C32H36O16/c1-13-29(44-14(2)33)30(45-15(3)34)28(40)31(43-13)42-12-23-25(37)26(38)27(39)32(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
• InChI Key: HKSWYVARIPWBHN-UHFFFAOYSA-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	-	0.8702	87.02%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6710	67.10%
OATP2B1 inhibitior	+	0.5719	57.19%
OATP1B1 inhibitior	+	0.8816	88.16%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7548	75.48%
P-glycoprotein inhibitior	+	0.6440	64.40%
P-glycoprotein substrate	+	0.6317	63.17%
CYP3A4 substrate	+	0.6411	64.11%
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	+	0.6800	68.00%
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	-	0.9151	91.51%
Skin irritation	-	0.8507	85.07%
Skin corrosion	-	0.9621	96.21%
Ames mutagenesis	-	0.5764	57.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6669	66.69%
Micronuclear	+	0.6992	69.92%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9463	94.63%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9186	91.86%
Acute Oral Toxicity (c)	III	0.6840	68.40%
Estrogen receptor binding	+	0.8215	82.15%
Androgen receptor binding	+	0.6562	65.62%
Thyroid receptor binding	+	0.5625	56.25%
Glucocorticoid receptor binding	+	0.7017	70.17%
Aromatase binding	+	0.5877	58.77%
PPAR gamma	+	0.7642	76.42%
Honey bee toxicity	-	0.7253	72.53%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
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	99.71%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.42%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.53%	94.00%
CHEMBL2581	P07339	Cathepsin D	97.43%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.30%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.78%	89.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	94.41%	81.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.29%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.96%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.19%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.92%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.85%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.19%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.45%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.88%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.60%	99.17%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	86.35%	87.67%
CHEMBL1907	P15144	Aminopeptidase N	85.85%	93.31%
CHEMBL4208	P20618	Proteasome component C5	83.04%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.97%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.89%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.59%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.41%	97.09%
CHEMBL3194	P02766	Transthyretin	81.06%	90.71%

Plants that contains it

• Dracocephalum peregrinum

Cross-Links

• PubChem: 74429337
• LOTUS: LTS0269586
• wikiData: Q105029947