Epimedokoreanin B

Details

• Internal ID: 1cdfd162-33cb-4142-84e1-dc5db0ecf5d6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 8-prenylated flavones
• IUPAC Name: 2-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C(=CC(=C1)C2=CC(=O)C3=C(C=C(C(=C3O2)CC=C(C)C)O)O)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=CC(=C1)C2=CC(=O)C3=C(C=C(C(=C3O2)CC=C(C)C)O)O)O)O)C
• InChI: InChI=1S/C25H26O6/c1-13(2)5-7-15-9-16(10-21(29)24(15)30)22-12-20(28)23-19(27)11-18(26)17(25(23)31-22)8-6-14(3)4/h5-6,9-12,26-27,29-30H,7-8H2,1-4H3
• InChI Key: QLZMBCVLWOJASJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₆
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.17293854 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.30
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• 161068-53-7
• 2-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-enyl)chromen-4-one
• Epimedokoreanine B
• HY-N3831
• LMPK12110727
• AKOS040761686
• CS-0024294
• J3.546.775K

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9577	95.77%
Caco-2	-	0.5685	56.85%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5980	59.80%
OATP2B1 inhibitior	+	0.5790	57.90%
OATP1B1 inhibitior	+	0.8772	87.72%
OATP1B3 inhibitior	+	0.9716	97.16%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8210	82.10%
P-glycoprotein inhibitior	+	0.6254	62.54%
P-glycoprotein substrate	-	0.7389	73.89%
CYP3A4 substrate	+	0.5308	53.08%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8389	83.89%
CYP3A4 inhibition	-	0.7803	78.03%
CYP2C9 inhibition	+	0.8538	85.38%
CYP2C19 inhibition	+	0.7835	78.35%
CYP2D6 inhibition	-	0.6554	65.54%
CYP1A2 inhibition	+	0.7729	77.29%
CYP2C8 inhibition	+	0.4622	46.22%
CYP inhibitory promiscuity	+	0.8414	84.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6930	69.30%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.6238	62.38%
Skin irritation	-	0.7231	72.31%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	+	0.5136	51.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6726	67.26%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.6427	64.27%
skin sensitisation	-	0.7690	76.90%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7814	78.14%
Acute Oral Toxicity (c)	III	0.5414	54.14%
Estrogen receptor binding	+	0.9314	93.14%
Androgen receptor binding	+	0.8069	80.69%
Thyroid receptor binding	+	0.6519	65.19%
Glucocorticoid receptor binding	+	0.8846	88.46%
Aromatase binding	+	0.6900	69.00%
PPAR gamma	+	0.8925	89.25%
Honey bee toxicity	-	0.8310	83.10%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9940	99.40%

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	99.61%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.09%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	96.02%	94.73%
CHEMBL2581	P07339	Cathepsin D	95.25%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.45%	89.34%
CHEMBL3038469	P24941	CDK2/Cyclin A	92.32%	91.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.65%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.69%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.95%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.52%	86.33%
CHEMBL3194	P02766	Transthyretin	86.62%	90.71%
CHEMBL308	P06493	Cyclin-dependent kinase 1	85.77%	91.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.47%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.36%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.16%	99.15%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.98%	83.57%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.18%	97.28%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.62%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.81%	96.95%

Plants that contains it

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

Cross-Links

• PubChem: 21147600
• NPASS: NPC235624