Heliannone A

Details

• Internal ID: cb3c7ccf-40fc-4c17-9666-61cc5679389f
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: (E)-1-(2-hydroxy-3,4-dimethoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
• InChI: InChI=1S/C17H16O5/c1-21-15-10-8-13(16(20)17(15)22-2)14(19)9-5-11-3-6-12(18)7-4-11/h3-10,18,20H,1-2H3/b9-5+
• InChI Key: RURQJVCNVGERHF-WEVVVXLNSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 2',4-Dihydroxy-3',4'-dimethoxychalcone
• 193411-10-8
• (E)-1-(2-hydroxy-3,4-dimethoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
• 2-Propen-1-one, 1-(2-hydroxy-3,4-dimethoxyphenyl)-3-(4-hydroxyphenyl)-, (2E)-
• NSC75528
• CHEBI:174862
• DTXSID401317810
• LMPK12120154
• NSC-75528

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	+	0.8937	89.37%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8157	81.57%
OATP2B1 inhibitior	-	0.5792	57.92%
OATP1B1 inhibitior	+	0.9250	92.50%
OATP1B3 inhibitior	+	0.9748	97.48%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4518	45.18%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.8904	89.04%
CYP3A4 substrate	-	0.5360	53.60%
CYP2C9 substrate	-	0.8053	80.53%
CYP2D6 substrate	-	0.8356	83.56%
CYP3A4 inhibition	-	0.5557	55.57%
CYP2C9 inhibition	-	0.5991	59.91%
CYP2C19 inhibition	+	0.8458	84.58%
CYP2D6 inhibition	-	0.8224	82.24%
CYP1A2 inhibition	+	0.8909	89.09%
CYP2C8 inhibition	+	0.8323	83.23%
CYP inhibitory promiscuity	+	0.7506	75.06%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7725	77.25%
Carcinogenicity (trinary)	Non-required	0.6416	64.16%
Eye corrosion	-	0.9526	95.26%
Eye irritation	+	0.8425	84.25%
Skin irritation	-	0.6247	62.47%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7035	70.35%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.6935	69.35%
skin sensitisation	-	0.7489	74.89%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.6215	62.15%
Acute Oral Toxicity (c)	III	0.6503	65.03%
Estrogen receptor binding	+	0.8609	86.09%
Androgen receptor binding	+	0.8572	85.72%
Thyroid receptor binding	+	0.7251	72.51%
Glucocorticoid receptor binding	+	0.6708	67.08%
Aromatase binding	+	0.6766	67.66%
PPAR gamma	+	0.7329	73.29%
Honey bee toxicity	-	0.9120	91.20%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7155	71.55%
Fish aquatic toxicity	+	0.9852	98.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.77%	86.33%
CHEMBL3194	P02766	Transthyretin	92.43%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.43%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.34%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.51%	96.00%
CHEMBL2535	P11166	Glucose transporter	88.05%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.18%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.00%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	86.31%	90.20%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.73%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.37%	94.45%
CHEMBL4208	P20618	Proteasome component C5	83.04%	90.00%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 5357345
• LOTUS: LTS0084834
• wikiData: Q76304993