Pisonin A

Details

• Internal ID: cb86f50f-d0cc-4a14-b565-294a2facf902
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5-hydroxy-6,7-dimethoxychromen-4-one
• SMILES (Canonical): COC1=C(C(=C2C(=O)C=COC2=C1)O)OC
• SMILES (Isomeric): COC1=C(C(=C2C(=O)C=COC2=C1)O)OC
• InChI: InChI=1S/C11H10O5/c1-14-8-5-7-9(6(12)3-4-16-7)10(13)11(8)15-2/h3-5,13H,1-2H3
• InChI Key: YZBKMZJFKYGNON-UHFFFAOYSA-N
• Popularity: 1 reference 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): 65.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEBI:67358
• 5-hydroxy-6,7-dimethoxychromone
• 5-hydroxy-6,7-dimethoxy-4H-chromen-4-one
• CHEMBL1802140
• SCHEMBL30895182
• DTXSID501244163
• 5-hydroxy-6,7-dimethoxy-chromen-4-one
• 1307255-83-9
• 4H-1-Benzopyran-4-one, 5-hydroxy-6,7-dimethoxy-
• Q27135815

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	+	0.7767	77.67%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7024	70.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9294	92.94%
OATP1B3 inhibitior	+	0.9932	99.32%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8482	84.82%
P-glycoprotein inhibitior	-	0.8542	85.42%
P-glycoprotein substrate	-	0.9127	91.27%
CYP3A4 substrate	-	0.5359	53.59%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.5215	52.15%
CYP2C9 inhibition	-	0.8938	89.38%
CYP2C19 inhibition	+	0.6902	69.02%
CYP2D6 inhibition	-	0.7703	77.03%
CYP1A2 inhibition	+	0.9595	95.95%
CYP2C8 inhibition	-	0.5578	55.78%
CYP inhibitory promiscuity	+	0.5264	52.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9551	95.51%
Eye irritation	+	0.9193	91.93%
Skin irritation	-	0.5807	58.07%
Skin corrosion	-	0.9822	98.22%
Ames mutagenesis	-	0.5264	52.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6851	68.51%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9125	91.25%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7502	75.02%
Acute Oral Toxicity (c)	III	0.4994	49.94%
Estrogen receptor binding	+	0.5387	53.87%
Androgen receptor binding	-	0.5543	55.43%
Thyroid receptor binding	-	0.6562	65.62%
Glucocorticoid receptor binding	-	0.5274	52.74%
Aromatase binding	+	0.7079	70.79%
PPAR gamma	-	0.5721	57.21%
Honey bee toxicity	-	0.9126	91.26%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6049	60.49%
Fish aquatic toxicity	+	0.8492	84.92%

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	98.62%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.71%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.12%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.70%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.46%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.33%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.46%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.69%	99.17%
CHEMBL2581	P07339	Cathepsin D	85.34%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.36%	90.71%
CHEMBL2535	P11166	Glucose transporter	80.29%	98.75%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.28%	94.03%

Plants that contains it

• Pisonia aculeata

Cross-Links

• PubChem: 53356511
• NPASS: NPC226987
• LOTUS: LTS0218406
• wikiData: Q27135815