5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(1R,2R,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one

Details

• Internal ID: d41907c6-8f34-4edb-874f-88425433af81
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(1R,2R,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)OC4CC(C(C(C4O)O)O)CO)O)C5=CC=C(C=C5)OC)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)O[C@@H]4C[C@@H]([C@H]([C@@H]([C@H]4O)O)O)CO)O)C5=CC=C(C=C5)OC)O)O)O
• InChI: InChI=1S/C34H42O14/c1-14(2)5-10-19-21(46-22-11-17(13-35)25(38)29(42)26(22)39)12-20(36)23-27(40)33(48-34-30(43)28(41)24(37)15(3)45-34)31(47-32(19)23)16-6-8-18(44-4)9-7-16/h5-9,12,15,17,22,24-26,28-30,34-39,41-43H,10-11,13H2,1-4H3/t15-,17+,22+,24-,25+,26-,28+,29-,30+,34-/m0/s1
• InChI Key: CKFAHFBSGLDHJZ-YNASBYAUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₂O₁₄
• Molecular Weight: 674.70 g/mol
• Exact Mass: 674.25745601 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 0.73
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8585	85.85%
Caco-2	-	0.9281	92.81%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6495	64.95%
OATP2B1 inhibitior	-	0.5799	57.99%
OATP1B1 inhibitior	+	0.8933	89.33%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8610	86.10%
P-glycoprotein inhibitior	+	0.6603	66.03%
P-glycoprotein substrate	+	0.5930	59.30%
CYP3A4 substrate	+	0.6754	67.54%
CYP2C9 substrate	-	0.8223	82.23%
CYP2D6 substrate	-	0.8472	84.72%
CYP3A4 inhibition	-	0.9306	93.06%
CYP2C9 inhibition	-	0.7318	73.18%
CYP2C19 inhibition	-	0.6575	65.75%
CYP2D6 inhibition	-	0.8183	81.83%
CYP1A2 inhibition	-	0.7072	70.72%
CYP2C8 inhibition	+	0.6842	68.42%
CYP inhibitory promiscuity	-	0.5487	54.87%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7378	73.78%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9118	91.18%
Skin irritation	-	0.8008	80.08%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7338	73.38%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.5073	50.73%
skin sensitisation	-	0.8766	87.66%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6898	68.98%
Acute Oral Toxicity (c)	III	0.6326	63.26%
Estrogen receptor binding	+	0.7910	79.10%
Androgen receptor binding	+	0.6827	68.27%
Thyroid receptor binding	+	0.5184	51.84%
Glucocorticoid receptor binding	+	0.6499	64.99%
Aromatase binding	+	0.5720	57.20%
PPAR gamma	+	0.6573	65.73%
Honey bee toxicity	-	0.7375	73.75%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9668	96.68%

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	99.89%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.43%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.12%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.82%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.04%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.38%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.56%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.89%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.61%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.16%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.94%	96.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.93%	86.92%
CHEMBL4208	P20618	Proteasome component C5	88.74%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.66%	92.94%
CHEMBL3401	O75469	Pregnane X receptor	88.58%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.26%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.22%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.24%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.85%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.70%	92.62%
CHEMBL1951	P21397	Monoamine oxidase A	80.54%	91.49%

Plants that contains it

• Epimedium brevicornu
• Epimedium grandiflorum
• Epimedium koreanum
• Epimedium pubescens
• Epimedium sagittatum
• Epimedium sempervirens
• Epimedium wushanense

Cross-Links

• PubChem: 92043064
• NPASS: NPC175819