CID 460718

Details

• Internal ID: 1fb123a3-25bf-41ad-b50b-d5fc97ac5420
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: 3-phenyl-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
• SMILES (Canonical): C1=CC=C(C=C1)C=CC(=O)C2=C(C=C(C=C2O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C=CC(=O)C2=C(C=C(C=C2O)O)O
• InChI: InChI=1S/C15H12O4/c16-11-8-13(18)15(14(19)9-11)12(17)7-6-10-4-2-1-3-5-10/h1-9,16,18-19H
• InChI Key: LOYXTWZXLWHMBX-UHFFFAOYSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.07355886 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• Spectrum3_000265
• Spectrum4_001160
• KBioGR_001739
• KBioSS_001563
• KBio2_001563
• KBio2_004131
• KBio2_006699
• KBio3_001210
• FT-0773438

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9856	98.56%
Caco-2	+	0.7804	78.04%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7711	77.11%
OATP2B1 inhibitior	-	0.7033	70.33%
OATP1B1 inhibitior	+	0.9498	94.98%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9838	98.38%
BSEP inhibitior	-	0.6618	66.18%
P-glycoprotein inhibitior	-	0.9035	90.35%
P-glycoprotein substrate	-	0.9746	97.46%
CYP3A4 substrate	-	0.7017	70.17%
CYP2C9 substrate	-	0.6211	62.11%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	+	0.7959	79.59%
CYP2C9 inhibition	+	0.8949	89.49%
CYP2C19 inhibition	+	0.8994	89.94%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.9350	93.50%
CYP2C8 inhibition	+	0.7175	71.75%
CYP inhibitory promiscuity	+	0.8559	85.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7472	74.72%
Carcinogenicity (trinary)	Non-required	0.7048	70.48%
Eye corrosion	-	0.9801	98.01%
Eye irritation	+	0.9868	98.68%
Skin irritation	+	0.6928	69.28%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7742	77.42%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5527	55.27%
skin sensitisation	+	0.8772	87.72%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6367	63.67%
Acute Oral Toxicity (c)	III	0.7921	79.21%
Estrogen receptor binding	+	0.9325	93.25%
Androgen receptor binding	+	0.8323	83.23%
Thyroid receptor binding	+	0.6516	65.16%
Glucocorticoid receptor binding	+	0.8989	89.89%
Aromatase binding	+	0.9051	90.51%
PPAR gamma	+	0.9212	92.12%
Honey bee toxicity	-	0.9419	94.19%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	97.36%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.77%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.09%	86.33%
CHEMBL3194	P02766	Transthyretin	92.20%	90.71%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.40%	94.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.26%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.16%	95.50%
CHEMBL2581	P07339	Cathepsin D	84.18%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.13%	90.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.67%	91.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.66%	89.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	81.46%	96.12%
CHEMBL3401	O75469	Pregnane X receptor	81.35%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.25%	99.17%

Plants that contains it

• Alpinia zerumbet
• Amorphophallus konjac
• Aniba santalodora
• Astragalus circassicus
• Beilschmiedia madang
• Bethencourtia palmensis
• Boesenbergia rotunda
• Boswellia ovalifoliolata
• Campanula bayerniana
• Caucasalia pontica
• Centaurea scoparia
• Centaurea sphaerocephala subsp. sphaerocephala
• Colchicum filifolium
• Dacrycarpus dacrydioides
• Dialium excelsum
• Drymaria cordata
• Erythrina subumbrans
• Euphorbia hylonoma
• Hardenbergia violacea
• Helichrysum acutatum
• Helichrysum forskahlii
• Helichrysum trilineatum
• Heliotropium marifolium
• Helleborus niger subsp. macranthus
• Lepechinia urbanii
• Lindelofia anchusoides subsp. macrostyla
• Lonchocarpus chiricanus
• Maclura cochinchinensis
• Mentzelia decapetala
• Mimosa pigra
• Mucuna holtonii
• Oncosiphon sabulosus
• Piper sarmentosum
• Pterocaulon serrulatum
• Pulsatilla chinensis
• Quercus marilandica
• Rubia argyi
• Salix rosmarinifolia
• Salvia lavanduloides
• Salvia patens
• Salvia virgata

Cross-Links

• PubChem: 460718
• NPASS: NPC286544
• LOTUS: LTS0207044
• wikiData: Q105154994