Kukulkanin A

Details

• Internal ID: da36028f-c480-4ba2-9a54-85e9859a9801
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: (E)-1-(2,4-dihydroxy-3-methoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
• InChI: InChI=1S/C17H16O5/c1-21-12-6-3-11(4-7-12)5-9-14(18)13-8-10-15(19)17(22-2)16(13)20/h3-10,19-20H,1-2H3/b9-5+
• InChI Key: VSQPLPYTWAWJLY-WEVVVXLNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 124704-82-1
• (E)-1-(2,4-dihydroxy-3-methoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
• 2',4'-Dihydroxy-3',4-dimethoxychalcone
• CHEBI:185639
• LMPK12120153
• (E)-1-(2,4-Dihydroxy-3-methoxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one
• 2-Propen-1-one, 1-(2,4-dihydroxy-3-methoxyphenyl)-3-(4-methoxyphenyl)-, (E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9784	97.84%
Caco-2	+	0.9147	91.47%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6830	68.30%
OATP2B1 inhibitior	-	0.5795	57.95%
OATP1B1 inhibitior	+	0.9401	94.01%
OATP1B3 inhibitior	+	0.9658	96.58%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9838	98.38%
BSEP inhibitior	-	0.6103	61.03%
P-glycoprotein inhibitior	-	0.5066	50.66%
P-glycoprotein substrate	-	0.9577	95.77%
CYP3A4 substrate	-	0.5519	55.19%
CYP2C9 substrate	-	0.8053	80.53%
CYP2D6 substrate	-	0.8356	83.56%
CYP3A4 inhibition	+	0.7141	71.41%
CYP2C9 inhibition	+	0.6640	66.40%
CYP2C19 inhibition	+	0.8098	80.98%
CYP2D6 inhibition	-	0.8246	82.46%
CYP1A2 inhibition	+	0.8916	89.16%
CYP2C8 inhibition	+	0.5128	51.28%
CYP inhibitory promiscuity	+	0.8246	82.46%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8205	82.05%
Carcinogenicity (trinary)	Non-required	0.6882	68.82%
Eye corrosion	-	0.9557	95.57%
Eye irritation	+	0.6811	68.11%
Skin irritation	-	0.6285	62.85%
Skin corrosion	-	0.8726	87.26%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6417	64.17%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.6269	62.69%
skin sensitisation	-	0.6278	62.78%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.7122	71.22%
Acute Oral Toxicity (c)	III	0.7249	72.49%
Estrogen receptor binding	+	0.9354	93.54%
Androgen receptor binding	+	0.8665	86.65%
Thyroid receptor binding	+	0.7455	74.55%
Glucocorticoid receptor binding	+	0.7056	70.56%
Aromatase binding	+	0.7602	76.02%
PPAR gamma	+	0.6337	63.37%
Honey bee toxicity	-	0.9424	94.24%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9809	98.09%

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	94.64%	95.56%
CHEMBL4208	P20618	Proteasome component C5	91.84%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.76%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.46%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.87%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.72%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.68%	96.09%
CHEMBL3194	P02766	Transthyretin	87.08%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.48%	99.17%
CHEMBL2535	P11166	Glucose transporter	83.46%	98.75%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.15%	80.78%

Plants that contains it

• Acacia scleroxyla

Cross-Links

• PubChem: 6439186
• LOTUS: LTS0235727
• wikiData: Q76386697