Pisonin C

Details

• Internal ID: 79da283d-d332-433b-a13e-ddf321d4b91f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5,7-dihydroxy-6-methoxychromen-4-one
• SMILES (Canonical): COC1=C(C2=C(C=C1O)OC=CC2=O)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1O)OC=CC2=O)O
• InChI: InChI=1S/C10H8O5/c1-14-10-6(12)4-7-8(9(10)13)5(11)2-3-15-7/h2-4,12-13H,1H3
• InChI Key: JMJBXDWFZVLFDK-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₈O₅
• Molecular Weight: 208.17 g/mol
• Exact Mass: 208.03717335 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.21
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEBI:67360
• 5,7-dihydroxy-6-methoxychromon
• CHEMBL1802141
• SCHEMBL29994635
• 5,7-dihydroxy-6-methoxychromone
• DTXSID001253309
• 34818-69-4
• 5,7-dihydroxy-6-methoxy-4H-chromen-4-one
• 5,7-Dihydroxy-6-methoxy-4H-1-benzopyran-4-one
• Q27135818

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9378	93.78%
Caco-2	+	0.7215	72.15%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5512	55.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9323	93.23%
OATP1B3 inhibitior	+	0.9758	97.58%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9342	93.42%
P-glycoprotein inhibitior	-	0.8969	89.69%
P-glycoprotein substrate	-	0.9676	96.76%
CYP3A4 substrate	-	0.5669	56.69%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.6321	63.21%
CYP2C9 inhibition	-	0.6549	65.49%
CYP2C19 inhibition	+	0.6923	69.23%
CYP2D6 inhibition	-	0.6476	64.76%
CYP1A2 inhibition	+	0.9724	97.24%
CYP2C8 inhibition	-	0.7586	75.86%
CYP inhibitory promiscuity	+	0.7640	76.40%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6276	62.76%
Eye corrosion	-	0.9630	96.30%
Eye irritation	+	0.9661	96.61%
Skin irritation	-	0.5358	53.58%
Skin corrosion	-	0.9315	93.15%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7502	75.02%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8858	88.58%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7551	75.51%
Acute Oral Toxicity (c)	III	0.7996	79.96%
Estrogen receptor binding	+	0.6746	67.46%
Androgen receptor binding	-	0.5182	51.82%
Thyroid receptor binding	-	0.6516	65.16%
Glucocorticoid receptor binding	+	0.6591	65.91%
Aromatase binding	-	0.6820	68.20%
PPAR gamma	-	0.5387	53.87%
Honey bee toxicity	-	0.9178	91.78%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7882	78.82%

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	99.30%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.83%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	92.37%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.26%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.78%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.91%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.85%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.22%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.72%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.93%	99.15%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.83%	93.65%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.81%	93.99%

Plants that contains it

• Pisonia aculeata

Cross-Links

• PubChem: 56683358
• NPASS: NPC143903
• LOTUS: LTS0130780
• wikiData: Q27135818