Roussochalcone B

Details

• Internal ID: 6e198f37-33ac-498f-822b-f27a35e63518
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 3-prenylated chalcones
• IUPAC Name: 1-[2-hydroxy-4-methoxy-5-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• InChI: InChI=1S/C21H22O4/c1-14(2)4-8-16-12-18(20(24)13-21(16)25-3)19(23)11-7-15-5-9-17(22)10-6-15/h4-7,9-13,22,24H,8H2,1-3H3
• InChI Key: ZUGCRBMNFSAUOC-UHFFFAOYSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₄
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.51
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• B2703-174085

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.8050	80.50%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8545	85.45%
OATP2B1 inhibitior	-	0.5768	57.68%
OATP1B1 inhibitior	+	0.8810	88.10%
OATP1B3 inhibitior	+	0.8742	87.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8377	83.77%
P-glycoprotein inhibitior	+	0.6221	62.21%
P-glycoprotein substrate	-	0.7425	74.25%
CYP3A4 substrate	-	0.5186	51.86%
CYP2C9 substrate	-	0.7875	78.75%
CYP2D6 substrate	-	0.8322	83.22%
CYP3A4 inhibition	-	0.7365	73.65%
CYP2C9 inhibition	+	0.7744	77.44%
CYP2C19 inhibition	+	0.9503	95.03%
CYP2D6 inhibition	-	0.6658	66.58%
CYP1A2 inhibition	+	0.8444	84.44%
CYP2C8 inhibition	+	0.7380	73.80%
CYP inhibitory promiscuity	+	0.9044	90.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6960	69.60%
Carcinogenicity (trinary)	Non-required	0.7005	70.05%
Eye corrosion	-	0.9917	99.17%
Eye irritation	+	0.5913	59.13%
Skin irritation	-	0.8172	81.72%
Skin corrosion	-	0.9781	97.81%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4481	44.81%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.6343	63.43%
skin sensitisation	-	0.6919	69.19%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.4792	47.92%
Acute Oral Toxicity (c)	III	0.7057	70.57%
Estrogen receptor binding	+	0.8994	89.94%
Androgen receptor binding	+	0.6777	67.77%
Thyroid receptor binding	+	0.6343	63.43%
Glucocorticoid receptor binding	+	0.8606	86.06%
Aromatase binding	+	0.8172	81.72%
PPAR gamma	+	0.8918	89.18%
Honey bee toxicity	-	0.8464	84.64%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.15%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.63%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.92%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.30%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.82%	96.00%
CHEMBL3194	P02766	Transthyretin	92.15%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.82%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.81%	98.95%
CHEMBL2535	P11166	Glucose transporter	89.66%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.54%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.44%	85.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.45%	89.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.12%	95.50%
CHEMBL4208	P20618	Proteasome component C5	85.03%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	83.09%	94.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.60%	91.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.37%	89.50%

Plants that contains it

• Cullen corylifolium

Cross-Links

• PubChem: 69473510
• LOTUS: LTS0116235
• wikiData: Q105383635