Pedicellin

Details

• Internal ID: 06e72f97-b814-434d-bbe7-8008bf2aecf9
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids
• IUPAC Name: (E)-1-(2,3,4,5,6-pentamethoxyphenyl)-3-phenylprop-2-en-1-one
• SMILES (Canonical): COC1=C(C(=C(C(=C1OC)OC)OC)OC)C(=O)C=CC2=CC=CC=C2
• SMILES (Isomeric): COC1=C(C(=C(C(=C1OC)OC)OC)OC)C(=O)/C=C/C2=CC=CC=C2
• InChI: InChI=1S/C20H22O6/c1-22-16-15(14(21)12-11-13-9-7-6-8-10-13)17(23-2)19(25-4)20(26-5)18(16)24-3/h6-12H,1-5H3/b12-11+
• InChI Key: BHTMJPHRPUKDBL-VAWYXSNFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 63.20 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

• 518-58-1
• NSC 255994
• 2-Propen-1-one, 1-(pentamethoxyphenyl)-3-phenyl-, (E)-
• (E)-1-(Pentamethoxyphenyl)-3-phenyl-2-propen-1-one
• NSC-255994
• Pedicellin (chalcone)
• SCHEMBL1201269
• CHEMBL1998453
• 7Y8622K9HX
• LMPK12120363
• NSC255994
• Chalcone, 2',3',4',5',6'-pentamethoxy-
• 2-Propen-1-one, 1-(pentamethoxyphenyl)-3-phenyl-
• 1-(2,3,4,5,6-pentamethoxyphenyl)-3-phenylprop-2-en-1-one
• 80405-09-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.8843	88.43%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7994	79.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9511	95.11%
OATP1B3 inhibitior	+	0.9824	98.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7732	77.32%
P-glycoprotein inhibitior	+	0.8732	87.32%
P-glycoprotein substrate	-	0.9755	97.55%
CYP3A4 substrate	-	0.6615	66.15%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7945	79.45%
CYP3A4 inhibition	+	0.6861	68.61%
CYP2C9 inhibition	-	0.9568	95.68%
CYP2C19 inhibition	+	0.7316	73.16%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	+	0.9177	91.77%
CYP2C8 inhibition	+	0.4790	47.90%
CYP inhibitory promiscuity	+	0.8469	84.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7914	79.14%
Carcinogenicity (trinary)	Non-required	0.5525	55.25%
Eye corrosion	-	0.9447	94.47%
Eye irritation	+	0.6947	69.47%
Skin irritation	-	0.8180	81.80%
Skin corrosion	-	0.9903	99.03%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7351	73.51%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	+	0.5606	56.06%
skin sensitisation	-	0.8806	88.06%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.7172	71.72%
Acute Oral Toxicity (c)	III	0.6376	63.76%
Estrogen receptor binding	+	0.8591	85.91%
Androgen receptor binding	+	0.7663	76.63%
Thyroid receptor binding	+	0.7623	76.23%
Glucocorticoid receptor binding	+	0.6677	66.77%
Aromatase binding	-	0.6023	60.23%
PPAR gamma	+	0.5730	57.30%
Honey bee toxicity	-	0.9605	96.05%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9896	98.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.20%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.23%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.80%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.08%	94.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.87%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.42%	95.50%
CHEMBL4208	P20618	Proteasome component C5	82.30%	90.00%
CHEMBL5028	O14672	ADAM10	80.28%	97.50%

Plants that contains it

• Gentiana pedicellata
• Lindera lucida

Cross-Links

• PubChem: 5925916
• LOTUS: LTS0123974
• wikiData: Q76313123