Vogelin C

Details

• Internal ID: 8018cbb4-2780-4acb-a4ca-c29ed7f4ed89
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 2-prenylated flavones
• IUPAC Name: 2-[3,5-dihydroxy-2-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C=C(C=C1O)O)C2=CC(=O)C3=C(C=C(C(=C3O2)CC=C(C)C)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=C(C=C1O)O)C2=CC(=O)C3=C(C=C(C(=C3O2)CC=C(C)C)O)O)C
• InChI: InChI=1S/C25H26O6/c1-13(2)5-7-16-18(9-15(26)10-19(16)27)23-12-22(30)24-21(29)11-20(28)17(25(24)31-23)8-6-14(3)4/h5-6,9-12,26-29H,7-8H2,1-4H3
• InChI Key: XHUUNCPHYWVGFZ-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

• CHEMBL402391

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.5422	54.22%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7312	73.12%
OATP2B1 inhibitior	+	0.5757	57.57%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.8971	89.71%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6790	67.90%
P-glycoprotein inhibitior	+	0.6412	64.12%
P-glycoprotein substrate	-	0.7099	70.99%
CYP3A4 substrate	+	0.5301	53.01%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.6240	62.40%
CYP2C9 inhibition	+	0.9192	91.92%
CYP2C19 inhibition	+	0.9276	92.76%
CYP2D6 inhibition	-	0.7701	77.01%
CYP1A2 inhibition	+	0.9040	90.40%
CYP2C8 inhibition	-	0.6829	68.29%
CYP inhibitory promiscuity	+	0.9389	93.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6761	67.61%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.5299	52.99%
Skin irritation	-	0.7236	72.36%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	+	0.5136	51.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.8377	83.77%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7381	73.81%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4514	45.14%
Acute Oral Toxicity (c)	III	0.6621	66.21%
Estrogen receptor binding	+	0.9187	91.87%
Androgen receptor binding	+	0.7985	79.85%
Thyroid receptor binding	+	0.6197	61.97%
Glucocorticoid receptor binding	+	0.8317	83.17%
Aromatase binding	+	0.6477	64.77%
PPAR gamma	+	0.8947	89.47%
Honey bee toxicity	-	0.8084	80.84%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	97.99%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.81%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.32%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.28%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.61%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.64%	89.34%
CHEMBL3038469	P24941	CDK2/Cyclin A	88.35%	91.38%
CHEMBL3194	P02766	Transthyretin	87.50%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.66%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.35%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.93%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.45%	99.17%
CHEMBL308	P06493	Cyclin-dependent kinase 1	82.59%	91.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.69%	94.00%

Plants that contains it

• Erythrina subumbrans
• Erythrina vogelii

Cross-Links

• PubChem: 44448192
• LOTUS: LTS0071427
• wikiData: Q104401295