Ferreirin

Details

• Internal ID: 26345991-565e-43d0-9d4c-3f441b3efb8c
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids
• IUPAC Name: 5,7-dihydroxy-3-(2-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=CC(=C(C=C1)C2COC3=CC(=CC(=C3C2=O)O)O)O
• SMILES (Isomeric): COC1=CC(=C(C=C1)C2COC3=CC(=CC(=C3C2=O)O)O)O
• InChI: InChI=1S/C16H14O6/c1-21-9-2-3-10(12(18)6-9)11-7-22-14-5-8(17)4-13(19)15(14)16(11)20/h2-6,11,17-19H,7H2,1H3
• InChI Key: CBEPNYOFLRIAGR-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.17
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 32898-79-6
• 2,3-Dihydro-5,7-dihydroxy-3-(2-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
• CHEBI:5018
• DTXSID40331946
• LMPK12050501
• 5,7-dihydroxy-3-(2-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one
• XF161752
• 2',5,7-Trihydroxy-4'-methoxyisoflavanone
• 5,7,2'-trihydroxy-4'-methoxyisoflavanone
• Q27106626
• 5,7-Dihydroxy-3-(2-hydroxy-4-methoxyphenyl)chroman-4-one
• 5,7-dihydroxy-3-(2-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
• 5,7-dihydroxy-3-(2-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9330	93.30%
Caco-2	+	0.7378	73.78%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8180	81.80%
OATP2B1 inhibitior	-	0.5799	57.99%
OATP1B1 inhibitior	+	0.9469	94.69%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6341	63.41%
P-glycoprotein inhibitior	-	0.9092	90.92%
P-glycoprotein substrate	-	0.8013	80.13%
CYP3A4 substrate	+	0.5716	57.16%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.7896	78.96%
CYP3A4 inhibition	+	0.6960	69.60%
CYP2C9 inhibition	+	0.8624	86.24%
CYP2C19 inhibition	+	0.9005	90.05%
CYP2D6 inhibition	-	0.6600	66.00%
CYP1A2 inhibition	+	0.8860	88.60%
CYP2C8 inhibition	-	0.6329	63.29%
CYP inhibitory promiscuity	+	0.8773	87.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6742	67.42%
Eye corrosion	-	0.9840	98.40%
Eye irritation	+	0.7337	73.37%
Skin irritation	-	0.7051	70.51%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7701	77.01%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9505	95.05%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5821	58.21%
Acute Oral Toxicity (c)	III	0.5681	56.81%
Estrogen receptor binding	+	0.8727	87.27%
Androgen receptor binding	+	0.8663	86.63%
Thyroid receptor binding	+	0.6311	63.11%
Glucocorticoid receptor binding	+	0.7379	73.79%
Aromatase binding	+	0.6689	66.89%
PPAR gamma	+	0.6031	60.31%
Honey bee toxicity	-	0.8754	87.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8626	86.26%

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	98.97%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.21%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.34%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.69%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.76%	99.15%
CHEMBL1929	P47989	Xanthine dehydrogenase	91.90%	96.12%
CHEMBL4208	P20618	Proteasome component C5	91.64%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.30%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.65%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.43%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.21%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	88.91%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.89%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.75%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.92%	95.89%
CHEMBL2535	P11166	Glucose transporter	87.05%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.58%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.50%	93.40%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	85.68%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.89%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.72%	99.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.65%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	82.68%	94.73%
CHEMBL240	Q12809	HERG	81.39%	89.76%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.03%	91.07%

Plants that contains it

• Diphysa americana
• Gynerium sagittatum
• Swartzia polyphylla

Cross-Links

• PubChem: 442771
• LOTUS: LTS0115510
• wikiData: Q27106626