Crotaorixin

Details

• Internal ID: cb42aa4b-f1d3-4bbb-aae0-317a36a84213
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 3-prenylated chalcones
• IUPAC Name: (E)-1-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one
• InChI: InChI=1S/C21H22O5/c1-13(2)4-7-15-18(23)11-8-16(21(15)25)17(22)9-5-14-6-10-19(24)20(12-14)26-3/h4-6,8-12,23-25H,7H2,1-3H3/b9-5+
• InChI Key: JPYZGLQBWMWSOC-WEVVVXLNSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₅
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.14672380 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.22
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• CHEMBL253678

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	+	0.6660	66.60%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6796	67.96%
OATP2B1 inhibitior	+	0.5670	56.70%
OATP1B1 inhibitior	+	0.9127	91.27%
OATP1B3 inhibitior	+	0.8959	89.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7092	70.92%
P-glycoprotein inhibitior	-	0.4745	47.45%
P-glycoprotein substrate	-	0.8356	83.56%
CYP3A4 substrate	-	0.5112	51.12%
CYP2C9 substrate	-	0.7875	78.75%
CYP2D6 substrate	-	0.8322	83.22%
CYP3A4 inhibition	-	0.6535	65.35%
CYP2C9 inhibition	+	0.8439	84.39%
CYP2C19 inhibition	+	0.9102	91.02%
CYP2D6 inhibition	-	0.5854	58.54%
CYP1A2 inhibition	+	0.8332	83.32%
CYP2C8 inhibition	+	0.7096	70.96%
CYP inhibitory promiscuity	+	0.8619	86.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8594	85.94%
Carcinogenicity (trinary)	Non-required	0.7559	75.59%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.5358	53.58%
Skin irritation	-	0.7946	79.46%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4860	48.60%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6968	69.68%
skin sensitisation	-	0.6469	64.69%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8392	83.92%
Acute Oral Toxicity (c)	III	0.6483	64.83%
Estrogen receptor binding	+	0.9618	96.18%
Androgen receptor binding	+	0.7677	76.77%
Thyroid receptor binding	+	0.6980	69.80%
Glucocorticoid receptor binding	+	0.8596	85.96%
Aromatase binding	+	0.7165	71.65%
PPAR gamma	+	0.9114	91.14%
Honey bee toxicity	-	0.8784	87.84%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6855	68.55%
Fish aquatic toxicity	+	0.9957	99.57%

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	99.27%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.86%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.12%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.09%	94.45%
CHEMBL3194	P02766	Transthyretin	92.98%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.53%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.58%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.06%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.89%	99.17%
CHEMBL4208	P20618	Proteasome component C5	86.61%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	86.59%	94.73%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.16%	95.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.48%	89.62%
CHEMBL2581	P07339	Cathepsin D	85.26%	98.95%
CHEMBL2535	P11166	Glucose transporter	82.53%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.22%	89.00%

Plants that contains it

• Crotalaria orixensis

Cross-Links

• PubChem: 11428177
• LOTUS: LTS0060964
• wikiData: Q105133402