Rhuschalcone Iii

Details

• Internal ID: 8da942ff-4e63-411f-adab-2ccbfcc780a0
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: (E)-1-(2,4-dihydroxyphenyl)-3-[4-[4-hydroxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-2-methoxyphenoxy]phenyl]prop-2-en-1-one
• InChI: InChI=1S/C31H24O8/c1-38-30-18-29(37)25(27(35)15-7-19-2-8-21(32)9-3-19)17-31(30)39-23-11-4-20(5-12-23)6-14-26(34)24-13-10-22(33)16-28(24)36/h2-18,32-33,36-37H,1H3/b14-6+,15-7+
• InChI Key: VWFAAFDOTKTTKV-MKFXEVHTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₂₄O₈
• Molecular Weight: 524.50 g/mol
• Exact Mass: 524.14711772 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 6.10
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

• NSC720813
• CHEMBL466790
• NSC-720813

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9668	96.68%
Caco-2	-	0.7967	79.67%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6673	66.73%
OATP2B1 inhibitior	-	0.5720	57.20%
OATP1B1 inhibitior	+	0.8958	89.58%
OATP1B3 inhibitior	+	0.9579	95.79%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9588	95.88%
BSEP inhibitior	+	0.8791	87.91%
P-glycoprotein inhibitior	+	0.7855	78.55%
P-glycoprotein substrate	-	0.8363	83.63%
CYP3A4 substrate	+	0.5337	53.37%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8378	83.78%
CYP3A4 inhibition	-	0.5881	58.81%
CYP2C9 inhibition	+	0.8509	85.09%
CYP2C19 inhibition	+	0.6237	62.37%
CYP2D6 inhibition	-	0.8209	82.09%
CYP1A2 inhibition	+	0.8741	87.41%
CYP2C8 inhibition	+	0.8520	85.20%
CYP inhibitory promiscuity	+	0.6419	64.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7979	79.79%
Carcinogenicity (trinary)	Non-required	0.6531	65.31%
Eye corrosion	-	0.9722	97.22%
Eye irritation	-	0.7587	75.87%
Skin irritation	-	0.6080	60.80%
Skin corrosion	-	0.7549	75.49%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6501	65.01%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.7342	73.42%
skin sensitisation	-	0.7155	71.55%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.5110	51.10%
Acute Oral Toxicity (c)	III	0.6773	67.73%
Estrogen receptor binding	+	0.8280	82.80%
Androgen receptor binding	+	0.8887	88.87%
Thyroid receptor binding	+	0.6791	67.91%
Glucocorticoid receptor binding	+	0.8585	85.85%
Aromatase binding	+	0.6269	62.69%
PPAR gamma	+	0.8303	83.03%
Honey bee toxicity	-	0.8053	80.53%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9831	98.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3194	P02766	Transthyretin	97.36%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.58%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.45%	86.33%
CHEMBL4208	P20618	Proteasome component C5	93.23%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.60%	96.09%
CHEMBL2535	P11166	Glucose transporter	92.45%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.28%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.44%	95.50%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.09%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.72%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.73%	99.15%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.94%	91.07%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.28%	96.12%
CHEMBL2581	P07339	Cathepsin D	80.02%	98.95%

Plants that contains it

• Searsia laevigata

Cross-Links

• PubChem: 5472698
• LOTUS: LTS0011878
• wikiData: Q105298040