Pisonin D

Details

• Internal ID: ac97a07c-0d7d-4dd0-bb94-0f3bea402f77
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 9-hydroxy-[1,3]dioxolo[4,5-g]chromen-8-one
• SMILES (Canonical): C1OC2=C(O1)C(=C3C(=O)C=COC3=C2)O
• SMILES (Isomeric): C1OC2=C(O1)C(=C3C(=O)C=COC3=C2)O
• InChI: InChI=1S/C10H6O5/c11-5-1-2-13-6-3-7-10(15-4-14-7)9(12)8(5)6/h1-3,12H,4H2
• InChI Key: AHAIEGDZOQITKC-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₆O₅
• Molecular Weight: 206.15 g/mol
• Exact Mass: 206.02152329 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.23
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEBI:67361
• CHEMBL1802142
• SCHEMBL23728366
• SCHEMBL29400540
• DTXSID001220352
• 5-hydroxy-6,7-methylenedioxychromone
• 1307255-86-2
• 9-hydroxy-[1,3]dioxolo[4,5-g]chromen-8-one
• 9-hydroxy-8H-[1,3]dioxolo[4,5-g]chromen-8-one
• Q27135819
• 8H-1,3-Dioxolo[4,5-g][1]benzopyran-8-one, 9-hydroxy-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9698	96.98%
Caco-2	+	0.7097	70.97%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7581	75.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9522	95.22%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	0.5400	54.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9064	90.64%
P-glycoprotein inhibitior	-	0.9207	92.07%
P-glycoprotein substrate	-	0.9663	96.63%
CYP3A4 substrate	-	0.6052	60.52%
CYP2C9 substrate	-	0.6131	61.31%
CYP2D6 substrate	-	0.8592	85.92%
CYP3A4 inhibition	+	0.6222	62.22%
CYP2C9 inhibition	+	0.5688	56.88%
CYP2C19 inhibition	-	0.5542	55.42%
CYP2D6 inhibition	+	0.5106	51.06%
CYP1A2 inhibition	+	0.7893	78.93%
CYP2C8 inhibition	-	0.8509	85.09%
CYP inhibitory promiscuity	-	0.5493	54.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4838	48.38%
Eye corrosion	-	0.9819	98.19%
Eye irritation	+	0.9785	97.85%
Skin irritation	-	0.5329	53.29%
Skin corrosion	-	0.9620	96.20%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7730	77.30%
Micronuclear	+	0.8174	81.74%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7462	74.62%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6544	65.44%
Acute Oral Toxicity (c)	II	0.4581	45.81%
Estrogen receptor binding	+	0.5748	57.48%
Androgen receptor binding	+	0.6225	62.25%
Thyroid receptor binding	-	0.5866	58.66%
Glucocorticoid receptor binding	-	0.4878	48.78%
Aromatase binding	+	0.6031	60.31%
PPAR gamma	+	0.7534	75.34%
Honey bee toxicity	-	0.8776	87.76%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8858	88.58%

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	99.36%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.21%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.05%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	91.25%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.07%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.13%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.44%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.90%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.07%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.31%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	81.47%	94.73%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.37%	82.67%

Plants that contains it

• Pisonia aculeata

Cross-Links

• PubChem: 53354907
• NPASS: NPC288316
• LOTUS: LTS0023072
• wikiData: Q27135819