Pestalochromone C

Details

• Internal ID: bd876c1e-067b-4d7e-9a9a-024ef45709a2
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 8-chloro-6-hydroxy-2,2-dimethyl-3H-chromen-4-one
• InChI: InChI=1S/C11H11ClO3/c1-11(2)5-9(14)7-3-6(13)4-8(12)10(7)15-11/h3-4,13H,5H2,1-2H3
• InChI Key: PWQMDQRKRVDIMZ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₁ClO₃
• Molecular Weight: 226.65 g/mol
• Exact Mass: 226.0396719 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.79
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 8-chloro-6-hydroxy-2,2-dimethyl-3H-chromen-4-one
• RefChem:171941
• CHEBI:206172

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.8309	83.09%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6646	66.46%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.8804	88.04%
OATP1B3 inhibitior	+	0.9777	97.77%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8944	89.44%
P-glycoprotein inhibitior	-	0.9574	95.74%
P-glycoprotein substrate	-	0.9542	95.42%
CYP3A4 substrate	+	0.5920	59.20%
CYP2C9 substrate	-	0.6171	61.71%
CYP2D6 substrate	-	0.7432	74.32%
CYP3A4 inhibition	-	0.7811	78.11%
CYP2C9 inhibition	+	0.6023	60.23%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.7916	79.16%
CYP1A2 inhibition	+	0.5613	56.13%
CYP2C8 inhibition	-	0.8100	81.00%
CYP inhibitory promiscuity	-	0.7014	70.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7692	76.92%
Carcinogenicity (trinary)	Non-required	0.5507	55.07%
Eye corrosion	-	0.9697	96.97%
Eye irritation	+	0.7556	75.56%
Skin irritation	-	0.6226	62.26%
Skin corrosion	-	0.8924	89.24%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6951	69.51%
Micronuclear	-	0.5967	59.67%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.6193	61.93%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.8834	88.34%
Acute Oral Toxicity (c)	III	0.5570	55.70%
Estrogen receptor binding	-	0.5643	56.43%
Androgen receptor binding	-	0.5680	56.80%
Thyroid receptor binding	-	0.5338	53.38%
Glucocorticoid receptor binding	-	0.6215	62.15%
Aromatase binding	-	0.5225	52.25%
PPAR gamma	+	0.6927	69.27%
Honey bee toxicity	-	0.8749	87.49%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9301	93.01%

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	98.07%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.44%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.80%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.35%	95.56%
CHEMBL4208	P20618	Proteasome component C5	89.63%	90.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.03%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.79%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.41%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	86.37%	94.73%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.42%	85.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.79%	90.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.70%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.39%	94.00%

Plants that contains it

• Rhizophora apiculata

Cross-Links

• PubChem: 57342264
• LOTUS: LTS0252450
• wikiData: Q77514746