Vogelin E

Details

• Internal ID: 6efb4a60-4d41-4f3d-b082-c54db3931a6c
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 5,7-dihydroxy-3-[4-hydroxy-3-[(E)-4-hydroxy-3-methylbut-2-enyl]phenyl]chromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C=CC(=C1)C2=COC3=CC(=CC(=C3C2=O)O)O)O)CO
• SMILES (Isomeric): C/C(=C\CC1=C(C=CC(=C1)C2=COC3=CC(=CC(=C3C2=O)O)O)O)/CO
• InChI: InChI=1S/C20H18O6/c1-11(9-21)2-3-13-6-12(4-5-16(13)23)15-10-26-18-8-14(22)7-17(24)19(18)20(15)25/h2,4-8,10,21-24H,3,9H2,1H3/b11-2+
• InChI Key: NEQDXCVCMNDZJU-BIIKFXOESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₆
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.11033829 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• CHEMBL459026
• SCHEMBL5027341

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9776	97.76%
Caco-2	-	0.5525	55.25%
Blood Brain Barrier	-	0.6451	64.51%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7170	71.70%
OATP2B1 inhibitior	+	0.5735	57.35%
OATP1B1 inhibitior	+	0.9366	93.66%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6680	66.80%
P-glycoprotein inhibitior	-	0.6785	67.85%
P-glycoprotein substrate	-	0.7626	76.26%
CYP3A4 substrate	+	0.5692	56.92%
CYP2C9 substrate	-	0.5826	58.26%
CYP2D6 substrate	-	0.8345	83.45%
CYP3A4 inhibition	-	0.5524	55.24%
CYP2C9 inhibition	+	0.5112	51.12%
CYP2C19 inhibition	+	0.6576	65.76%
CYP2D6 inhibition	-	0.8069	80.69%
CYP1A2 inhibition	+	0.8237	82.37%
CYP2C8 inhibition	+	0.6835	68.35%
CYP inhibitory promiscuity	+	0.8851	88.51%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7358	73.58%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.5916	59.16%
Skin irritation	-	0.7459	74.59%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3806	38.06%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6304	63.04%
skin sensitisation	-	0.8290	82.90%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6525	65.25%
Acute Oral Toxicity (c)	III	0.4001	40.01%
Estrogen receptor binding	+	0.9324	93.24%
Androgen receptor binding	+	0.8562	85.62%
Thyroid receptor binding	+	0.6161	61.61%
Glucocorticoid receptor binding	+	0.9159	91.59%
Aromatase binding	+	0.6992	69.92%
PPAR gamma	+	0.9238	92.38%
Honey bee toxicity	-	0.8459	84.59%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9960	99.60%

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	98.90%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.84%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	98.31%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.09%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.77%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.93%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.21%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.85%	94.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.39%	91.71%
CHEMBL3194	P02766	Transthyretin	86.54%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.51%	99.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.92%	97.28%
CHEMBL1951	P21397	Monoamine oxidase A	81.87%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.30%	94.00%

Plants that contains it

• Anthotroche myoporoides
• Astragalus flexus
• Erythrina vogelii
• Helenium virginicum
• Heliotropium digynum
• Hypericum caprifoliatum
• Nannoglottis ravida

Cross-Links

• PubChem: 10904337
• NPASS: NPC124555
• LOTUS: LTS0251944
• wikiData: Q105178108