Homobutein

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	55e713f8-5ea4-4582-a69a-17d88ff4ee62
Taxonomy	Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
IUPAC Name	(E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one
SMILES (Canonical)	COC1=C(C=CC(=C1)C=CC(=O)C2=C(C=C(C=C2)O)O)O
SMILES (Isomeric)	COC1=C(C=CC(=C1)/C=C/C(=O)C2=C(C=C(C=C2)O)O)O
InChI	InChI=1S/C16H14O5/c1-21-16-8-10(3-7-14(16)19)2-6-13(18)12-5-4-11(17)9-15(12)20/h2-9,17,19-20H,1H3/b6-2+
InChI Key	BWFSBUVPIAIXKJ-QHHAFSJGSA-N
Popularity	11 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₁₆H₁₄O₅
Molecular Weight	286.28 g/mol
Exact Mass	286.08412354 g/mol
Topological Polar Surface Area (TPSA)	87.00 Å²
XlogP	3.10
Atomic LogP (AlogP)	2.71
H-Bond Acceptor	5
H-Bond Donor	3
Rotatable Bonds	4

Synonyms

Top

34000-39-0

3-O-Methylbutein

(E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one

2',4,4'-Trihydroxy-3-methoxychalcone

EINECS 251-782-7

21583-31-3

3-Methoxy-2',4',4-trihydroxychalcone

4,2',4'-Trihydroxy-3-methoxychalcone

(E)-2',4,4'-Trihydroxy-3-methoxychalcone

Acrylophenone, 2',4'-dihydroxy-3-(p-hydroxy-m-methoxyphenyl)-

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9800	98.00%
Caco-2	+	0.8882	88.82%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6630	66.30%
OATP2B1 inhibitior	-	0.5741	57.41%
OATP1B1 inhibitior	+	0.9457	94.57%
OATP1B3 inhibitior	+	0.9763	97.63%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9838	98.38%
BSEP inhibitior	-	0.6085	60.85%
P-glycoprotein inhibitior	-	0.8917	89.17%
P-glycoprotein substrate	-	0.9057	90.57%
CYP3A4 substrate	-	0.5625	56.25%
CYP2C9 substrate	-	0.8053	80.53%
CYP2D6 substrate	-	0.8356	83.56%
CYP3A4 inhibition	+	0.5927	59.27%
CYP2C9 inhibition	+	0.8248	82.48%
CYP2C19 inhibition	+	0.7952	79.52%
CYP2D6 inhibition	-	0.8945	89.45%
CYP1A2 inhibition	+	0.9206	92.06%
CYP2C8 inhibition	+	0.8235	82.35%
CYP inhibitory promiscuity	+	0.8329	83.29%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8105	81.05%
Carcinogenicity (trinary)	Non-required	0.6409	64.09%
Eye corrosion	-	0.9522	95.22%
Eye irritation	+	0.9214	92.14%
Skin irritation	-	0.5434	54.34%
Skin corrosion	-	0.8163	81.63%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7715	77.15%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.6081	60.81%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.7218	72.18%
Acute Oral Toxicity (c)	III	0.6090	60.90%
Estrogen receptor binding	+	0.9360	93.60%
Androgen receptor binding	+	0.7837	78.37%
Thyroid receptor binding	+	0.6019	60.19%
Glucocorticoid receptor binding	+	0.6877	68.77%
Aromatase binding	+	0.8096	80.96%
PPAR gamma	+	0.6857	68.57%
Honey bee toxicity	-	0.8858	88.58%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9756	97.56%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	97.60%	91.11%
CHEMBL3194	P02766	Transthyretin	96.44%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.90%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.55%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.07%	96.09%
CHEMBL2535	P11166	Glucose transporter	89.62%	98.75%
CHEMBL4208	P20618	Proteasome component C5	88.73%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.65%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.96%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.32%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.16%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.59%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.69%	89.00%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Amburana cearensis

Erythrina abyssinica

Iryanthera polyneura

Trifolium subterraneum