Spinochalcone A

Details

• Internal ID: a1c90f8c-ebe3-4348-996d-3293378c0b20
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 3-prenylated chalcones
• IUPAC Name: (E)-1-[2,4-dihydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-3-phenylprop-2-en-1-one
• InChI: InChI=1S/C25H28O3/c1-17(2)10-13-20-16-22(23(26)15-12-19-8-6-5-7-9-19)25(28)21(24(20)27)14-11-18(3)4/h5-12,15-16,27-28H,13-14H2,1-4H3/b15-12+
• InChI Key: ITNWMWFHXYZVLD-NTCAYCPXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₃
• Molecular Weight: 376.50 g/mol
• Exact Mass: 376.20384475 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 6.01
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• CHEBI:186453
• LMPK12120010
• (E)-1-[2,4-dihydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-3-phenylprop-2-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5260	52.60%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8537	85.37%
OATP2B1 inhibitior	+	0.5679	56.79%
OATP1B1 inhibitior	+	0.8037	80.37%
OATP1B3 inhibitior	+	0.9187	91.87%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9421	94.21%
P-glycoprotein inhibitior	+	0.7815	78.15%
P-glycoprotein substrate	-	0.8412	84.12%
CYP3A4 substrate	-	0.5665	56.65%
CYP2C9 substrate	-	0.7861	78.61%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.5365	53.65%
CYP2C9 inhibition	+	0.9216	92.16%
CYP2C19 inhibition	+	0.9431	94.31%
CYP2D6 inhibition	-	0.7664	76.64%
CYP1A2 inhibition	+	0.8607	86.07%
CYP2C8 inhibition	+	0.6963	69.63%
CYP inhibitory promiscuity	+	0.9182	91.82%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7972	79.72%
Carcinogenicity (trinary)	Non-required	0.7581	75.81%
Eye corrosion	-	0.9871	98.71%
Eye irritation	+	0.6777	67.77%
Skin irritation	-	0.7474	74.74%
Skin corrosion	-	0.8813	88.13%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7075	70.75%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5791	57.91%
skin sensitisation	+	0.6312	63.12%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8051	80.51%
Acute Oral Toxicity (c)	III	0.7240	72.40%
Estrogen receptor binding	+	0.9378	93.78%
Androgen receptor binding	+	0.8350	83.50%
Thyroid receptor binding	+	0.6509	65.09%
Glucocorticoid receptor binding	+	0.8921	89.21%
Aromatase binding	+	0.7343	73.43%
PPAR gamma	+	0.9438	94.38%
Honey bee toxicity	-	0.9180	91.80%
Biodegradation	-	0.9500	95.00%
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	98.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.03%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.55%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.83%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	92.09%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.51%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.37%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.80%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.03%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.60%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.91%	89.34%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.31%	91.71%

Plants that contains it

• Tephrosia spinosa

Cross-Links

• PubChem: 11036190
• LOTUS: LTS0058792
• wikiData: Q105120169