[(2S,3S,4S,5R,6S)-4-[(2R,3R,4R,5R,6R)-6-acetyloxy-3,4,5-trihydroxyoxan-2-yl]oxy-6-[5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxochromen-3-yl]oxy-5-hydroxy-2-methyloxan-3-yl] acetate

Details

• Internal ID: c4f12022-c44e-47d9-9060-aba32e7263b6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3S,4S,5R,6S)-4-[(2R,3R,4R,5R,6R)-6-acetyloxy-3,4,5-trihydroxyoxan-2-yl]oxy-6-[5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxochromen-3-yl]oxy-5-hydroxy-2-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=C(C(=CC(=C3C2=O)O)O)CC=C(C)C)C4=CC=C(C=C4)OC)O)OC5C(C(C(C(O5)OC(=O)C)O)O)O)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=C(C(=CC(=C3C2=O)O)O)CC=C(C)C)C4=CC=C(C=C4)OC)O)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)OC(=O)C)O)O)O)OC(=O)C
• InChI: InChI=1S/C36H42O17/c1-14(2)7-12-20-21(39)13-22(40)23-24(41)32(30(50-31(20)23)18-8-10-19(46-6)11-9-18)51-36-28(45)33(29(15(3)47-36)48-16(4)37)52-35-27(44)25(42)26(43)34(53-35)49-17(5)38/h7-11,13,15,25-29,33-36,39-40,42-45H,12H2,1-6H3/t15-,25-,26+,27+,28+,29-,33-,34-,35+,36-/m0/s1
• InChI Key: IVDTUSLSTRRTLC-XVCCINHMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₂O₁₇
• Molecular Weight: 746.70 g/mol
• Exact Mass: 746.24219987 g/mol
• Topological Polar Surface Area (TPSA): 246.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 17
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9317	93.17%
Caco-2	-	0.8861	88.61%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5688	56.88%
OATP2B1 inhibitior	-	0.5616	56.16%
OATP1B1 inhibitior	+	0.8749	87.49%
OATP1B3 inhibitior	+	0.8420	84.20%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9135	91.35%
P-glycoprotein inhibitior	+	0.7144	71.44%
P-glycoprotein substrate	+	0.5809	58.09%
CYP3A4 substrate	+	0.6851	68.51%
CYP2C9 substrate	+	0.5491	54.91%
CYP2D6 substrate	-	0.8636	86.36%
CYP3A4 inhibition	-	0.8861	88.61%
CYP2C9 inhibition	+	0.5572	55.72%
CYP2C19 inhibition	+	0.5450	54.50%
CYP2D6 inhibition	-	0.8414	84.14%
CYP1A2 inhibition	-	0.8397	83.97%
CYP2C8 inhibition	+	0.7076	70.76%
CYP inhibitory promiscuity	-	0.5265	52.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5900	59.00%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9111	91.11%
Skin irritation	-	0.7635	76.35%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.5674	56.74%
Human Ether-a-go-go-Related Gene inhibition	+	0.6986	69.86%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8471	84.71%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8286	82.86%
Acute Oral Toxicity (c)	III	0.6151	61.51%
Estrogen receptor binding	+	0.8392	83.92%
Androgen receptor binding	+	0.7427	74.27%
Thyroid receptor binding	+	0.5486	54.86%
Glucocorticoid receptor binding	+	0.7680	76.80%
Aromatase binding	+	0.6285	62.85%
PPAR gamma	+	0.7477	74.77%
Honey bee toxicity	-	0.7007	70.07%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9939	99.39%

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%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.71%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.14%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.96%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.67%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.05%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	93.50%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	93.19%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.88%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.82%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.69%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.04%	99.15%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	88.82%	87.67%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.12%	86.92%
CHEMBL4208	P20618	Proteasome component C5	85.72%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.12%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.08%	95.50%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.83%	81.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.20%	95.64%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.01%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.72%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.43%	92.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.21%	95.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.35%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.34%	97.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.19%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.10%	99.23%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.03%	94.42%

Plants that contains it

• Epimedium koreanum

Cross-Links

• PubChem: 11972392
• NPASS: NPC159310