Pinocembrin 7-O-benzoate

Details

• Internal ID: 72718b07-3c64-4b22-a061-6b4b94b2fd22
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: (5-hydroxy-4-oxo-2-phenyl-2,3-dihydrochromen-7-yl) benzoate
• InChI: InChI=1S/C22H16O5/c23-17-11-16(26-22(25)15-9-5-2-6-10-15)12-20-21(17)18(24)13-19(27-20)14-7-3-1-4-8-14/h1-12,19,23H,13H2
• InChI Key: FQYXLHNQZRKBPK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₆O₅
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEBI:169416
• LMPK12140221
• (5-hydroxy-4-oxo-2-phenyl-2,3-dihydrochromen-7-yl) benzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9612	96.12%
Caco-2	-	0.7433	74.33%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7845	78.45%
OATP2B1 inhibitior	-	0.7286	72.86%
OATP1B1 inhibitior	+	0.9474	94.74%
OATP1B3 inhibitior	+	0.9858	98.58%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7132	71.32%
P-glycoprotein inhibitior	+	0.6975	69.75%
P-glycoprotein substrate	-	0.9308	93.08%
CYP3A4 substrate	+	0.5077	50.77%
CYP2C9 substrate	-	0.6069	60.69%
CYP2D6 substrate	-	0.8137	81.37%
CYP3A4 inhibition	-	0.8189	81.89%
CYP2C9 inhibition	+	0.8827	88.27%
CYP2C19 inhibition	-	0.6004	60.04%
CYP2D6 inhibition	-	0.8780	87.80%
CYP1A2 inhibition	-	0.6789	67.89%
CYP2C8 inhibition	+	0.6687	66.87%
CYP inhibitory promiscuity	-	0.7772	77.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.5240	52.40%
Eye corrosion	-	0.9871	98.71%
Eye irritation	+	0.6453	64.53%
Skin irritation	-	0.6576	65.76%
Skin corrosion	-	0.9764	97.64%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4142	41.42%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	-	0.6520	65.20%
skin sensitisation	-	0.9370	93.70%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6004	60.04%
Acute Oral Toxicity (c)	I	0.4190	41.90%
Estrogen receptor binding	+	0.8428	84.28%
Androgen receptor binding	+	0.6819	68.19%
Thyroid receptor binding	-	0.5362	53.62%
Glucocorticoid receptor binding	+	0.5623	56.23%
Aromatase binding	-	0.5122	51.22%
PPAR gamma	+	0.7499	74.99%
Honey bee toxicity	-	0.7723	77.23%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9276	92.76%

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	97.65%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.05%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.24%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.52%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.71%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.83%	97.09%
CHEMBL4208	P20618	Proteasome component C5	87.49%	90.00%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	87.09%	92.67%
CHEMBL2535	P11166	Glucose transporter	86.48%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.86%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.09%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.79%	83.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.75%	99.15%
CHEMBL4267	P37173	TGF-beta receptor type II	81.26%	88.18%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.24%	96.09%

Plants that contains it

• Lophopappus tarapacanus

Cross-Links

• PubChem: 42607888
• LOTUS: LTS0166475
• wikiData: Q105000011