3-[2,4-Dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-enyl)chromen-4-one

Details

• Internal ID: 7bfac3b0-8955-49c7-818a-cbf8ef6e790a
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 3-[2,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC(=CCC1=CC(=C(C=C1O)O)C2=COC3=C(C(=CC(=C3C2=O)O)O)CC=C(C)C)C
• SMILES (Isomeric): CC(=CCC1=CC(=C(C=C1O)O)C2=COC3=C(C(=CC(=C3C2=O)O)O)CC=C(C)C)C
• InChI: InChI=1S/C25H26O6/c1-13(2)5-7-15-9-17(21(28)10-19(15)26)18-12-31-25-16(8-6-14(3)4)20(27)11-22(29)23(25)24(18)30/h5-6,9-12,26-29H,7-8H2,1-4H3
• InChI Key: XCBXRERHUNKMDU-UHFFFAOYSA-N
• Popularity: 1 reference 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	-	0.7051	70.51%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7312	73.12%
OATP2B1 inhibitior	+	0.5775	57.75%
OATP1B1 inhibitior	+	0.9250	92.50%
OATP1B3 inhibitior	+	0.8971	89.71%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8491	84.91%
P-glycoprotein inhibitior	+	0.5992	59.92%
P-glycoprotein substrate	-	0.8375	83.75%
CYP3A4 substrate	-	0.5153	51.53%
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	-	0.7563	75.63%
CYP inhibitory promiscuity	+	0.9389	93.89%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6761	67.61%
Eye corrosion	-	0.9909	99.09%
Eye irritation	+	0.5856	58.56%
Skin irritation	-	0.7236	72.36%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6988	69.88%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7381	73.81%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5568	55.68%
Acute Oral Toxicity (c)	III	0.6621	66.21%
Estrogen receptor binding	+	0.9409	94.09%
Androgen receptor binding	+	0.6796	67.96%
Thyroid receptor binding	+	0.6639	66.39%
Glucocorticoid receptor binding	+	0.8504	85.04%
Aromatase binding	+	0.5997	59.97%
PPAR gamma	+	0.8798	87.98%
Honey bee toxicity	-	0.9050	90.50%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
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	99.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.87%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.29%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	91.67%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.62%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.33%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.14%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.44%	89.34%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.08%	96.00%

Plants that contains it

• Erythrina subumbrans
• Erythrina vogelii

Cross-Links

• PubChem: 73946815
• LOTUS: LTS0019648
• wikiData: Q105324876