3,5-Dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: cba01754-fd58-4a9c-98ef-5906eba0bb7f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3,5-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C=C(C2=C1OC(=C(C2=O)O)C3=CC=C(C=C3)OC)O)OC4C(C(C(C(O4)CO)O)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=C(C2=C1OC(=C(C2=O)O)C3=CC=C(C=C3)OC)O)OC4C(C(C(C(O4)CO)O)O)O)C
• InChI: InChI=1S/C27H30O11/c1-12(2)4-9-15-17(36-27-24(34)22(32)20(30)18(11-28)37-27)10-16(29)19-21(31)23(33)25(38-26(15)19)13-5-7-14(35-3)8-6-13/h4-8,10,18,20,22,24,27-30,32-34H,9,11H2,1-3H3
• InChI Key: IYCPMVXIUPYNHI-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₁
• Molecular Weight: 530.50 g/mol
• Exact Mass: 530.17881177 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 7

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	-	0.8867	88.67%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6495	64.95%
OATP2B1 inhibitior	-	0.5613	56.13%
OATP1B1 inhibitior	+	0.8808	88.08%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8849	88.49%
P-glycoprotein inhibitior	+	0.6172	61.72%
P-glycoprotein substrate	-	0.6279	62.79%
CYP3A4 substrate	+	0.6465	64.65%
CYP2C9 substrate	-	0.8387	83.87%
CYP2D6 substrate	-	0.8462	84.62%
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	+	0.6682	66.82%
CYP inhibitory promiscuity	-	0.5487	54.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7378	73.78%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9078	90.78%
Skin irritation	-	0.8008	80.08%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	+	0.6109	61.09%
Human Ether-a-go-go-Related Gene inhibition	+	0.6973	69.73%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.6540	65.40%
skin sensitisation	-	0.8766	87.66%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7767	77.67%
Acute Oral Toxicity (c)	III	0.6326	63.26%
Estrogen receptor binding	+	0.8512	85.12%
Androgen receptor binding	+	0.7093	70.93%
Thyroid receptor binding	+	0.5624	56.24%
Glucocorticoid receptor binding	+	0.6557	65.57%
Aromatase binding	+	0.6174	61.74%
PPAR gamma	+	0.7116	71.16%
Honey bee toxicity	-	0.7502	75.02%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
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	99.87%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.52%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.30%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.92%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.79%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.28%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.04%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.71%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.13%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.13%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.82%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.68%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.66%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.14%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.50%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.99%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.53%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.87%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.49%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.47%	99.23%

Plants that contains it

• Anemarrhena asphodeloides
• Campanula medium
• Epimedium brevicornu
• Epimedium grandiflorum
• Epimedium koreanum
• Epimedium pubescens
• Epimedium sagittatum
• Epimedium sempervirens
• Epimedium wushanense

Cross-Links

• PubChem: 14187155
• NPASS: NPC142931
• LOTUS: LTS0207163
• wikiData: Q105122661