[(2R,3R,4R,5S,6S)-2-[[(2S,4S,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]-3,5-dihydroxy-6-methyloxan-4-yl] 3-methylbutanoate

Details

• Internal ID: 36eaffaf-0a68-4f5f-9fed-53044b48e15b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3R,4R,5S,6S)-2-[[(2S,4S,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]-3,5-dihydroxy-6-methyloxan-4-yl] 3-methylbutanoate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2CC(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)OC)O)O)O)O)OC(=O)CC(C)C)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2C[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)CC(C)C)O
• InChI: InChI=1S/C33H40O14/c1-15(2)9-26(37)47-31-28(38)16(3)43-32(30(31)40)42-14-20-11-23(36)29(39)33(45-20)44-19-10-21(34)27-22(35)13-24(46-25(27)12-19)17-5-7-18(41-4)8-6-17/h5-8,10,12-13,15-16,20,23,28-34,36,38-40H,9,11,14H2,1-4H3/t16-,20-,23-,28-,29+,30+,31+,32+,33+/m0/s1
• InChI Key: XTNBCPZIKSLOPV-OUXAGTHQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₁₄
• Molecular Weight: 660.70 g/mol
• Exact Mass: 660.24180595 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.83
• H-Bond Acceptor: 14
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6133	61.33%
Caco-2	-	0.8640	86.40%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6525	65.25%
OATP2B1 inhibitior	-	0.5754	57.54%
OATP1B1 inhibitior	+	0.8795	87.95%
OATP1B3 inhibitior	+	0.9103	91.03%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8167	81.67%
P-glycoprotein inhibitior	+	0.5878	58.78%
P-glycoprotein substrate	+	0.7327	73.27%
CYP3A4 substrate	+	0.6739	67.39%
CYP2C9 substrate	+	0.5496	54.96%
CYP2D6 substrate	-	0.8664	86.64%
CYP3A4 inhibition	-	0.8890	88.90%
CYP2C9 inhibition	-	0.9150	91.50%
CYP2C19 inhibition	-	0.9389	93.89%
CYP2D6 inhibition	-	0.9088	90.88%
CYP1A2 inhibition	-	0.9151	91.51%
CYP2C8 inhibition	+	0.6945	69.45%
CYP inhibitory promiscuity	-	0.9411	94.11%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6049	60.49%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9239	92.39%
Skin irritation	-	0.8466	84.66%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	-	0.6064	60.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7423	74.23%
Micronuclear	+	0.5574	55.74%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9221	92.21%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9648	96.48%
Acute Oral Toxicity (c)	III	0.7139	71.39%
Estrogen receptor binding	+	0.8331	83.31%
Androgen receptor binding	+	0.6985	69.85%
Thyroid receptor binding	+	0.5354	53.54%
Glucocorticoid receptor binding	+	0.6821	68.21%
Aromatase binding	+	0.6050	60.50%
PPAR gamma	+	0.7156	71.56%
Honey bee toxicity	-	0.7444	74.44%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9275	92.75%

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	99.86%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.23%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.52%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.92%	99.15%
CHEMBL2581	P07339	Cathepsin D	97.85%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.38%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.36%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.29%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.22%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.85%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.43%	95.56%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	92.12%	96.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.15%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.96%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.88%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.45%	90.71%
CHEMBL1907	P15144	Aminopeptidase N	87.65%	93.31%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.85%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.28%	95.89%
CHEMBL4208	P20618	Proteasome component C5	86.19%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.83%	86.92%
CHEMBL340	P08684	Cytochrome P450 3A4	85.66%	91.19%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.87%	97.36%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.57%	81.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.03%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.78%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	83.13%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.96%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.13%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.05%	96.77%
CHEMBL3194	P02766	Transthyretin	80.74%	90.71%

Plants that contains it

• Linum usitatissimum

Cross-Links

• PubChem: 5319030
• NPASS: NPC19572