Pisonin B

Details

• Internal ID: 473846f1-4c2e-40c5-8259-3ee41dbccae9
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5,7-dihydroxy-6-methoxy-2-methylchromen-4-one
• InChI: InChI=1S/C11H10O5/c1-5-3-6(12)9-8(16-5)4-7(13)11(15-2)10(9)14/h3-4,13-14H,1-2H3
• InChI Key: WXEVCWAPVMCHML-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₅
• Molecular Weight: 222.19 g/mol
• Exact Mass: 222.05282342 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEBI:67359
• 5,7-dihydroxy-6-methoxy-2-methylchromone
• 5,7-dihydroxy-6-methoxy-2-methyl-4H-chromen-4-one
• RefChem:174584
• 5,7-dihydroxy-6-methoxy-2-methylchromen-4-one
• CHEMBL560701
• SCHEMBL30587309
• Q27135816

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9261	92.61%
Caco-2	+	0.6211	62.11%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5592	55.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9415	94.15%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8678	86.78%
P-glycoprotein inhibitior	-	0.8218	82.18%
P-glycoprotein substrate	-	0.9576	95.76%
CYP3A4 substrate	-	0.5379	53.79%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	+	0.6908	69.08%
CYP2C9 inhibition	-	0.7416	74.16%
CYP2C19 inhibition	+	0.6596	65.96%
CYP2D6 inhibition	-	0.5311	53.11%
CYP1A2 inhibition	+	0.9466	94.66%
CYP2C8 inhibition	-	0.8288	82.88%
CYP inhibitory promiscuity	+	0.7479	74.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6775	67.75%
Eye corrosion	-	0.9667	96.67%
Eye irritation	+	0.9734	97.34%
Skin irritation	-	0.6148	61.48%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6280	62.80%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8849	88.49%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8058	80.58%
Acute Oral Toxicity (c)	III	0.6228	62.28%
Estrogen receptor binding	+	0.8384	83.84%
Androgen receptor binding	+	0.5233	52.33%
Thyroid receptor binding	-	0.6645	66.45%
Glucocorticoid receptor binding	+	0.7496	74.96%
Aromatase binding	-	0.6195	61.95%
PPAR gamma	+	0.6184	61.84%
Honey bee toxicity	-	0.9156	91.56%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8268	82.68%

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	98.45%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.90%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	92.15%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.63%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.64%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.89%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.26%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.84%	94.45%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.92%	93.65%
CHEMBL2581	P07339	Cathepsin D	84.46%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.43%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.64%	93.99%
CHEMBL3194	P02766	Transthyretin	82.56%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.05%	99.23%

Plants that contains it

• Pisonia aculeata

Cross-Links

• PubChem: 45267938
• NPASS: NPC55557
• LOTUS: LTS0264244
• wikiData: Q27135816