Orellinine

Details

• Internal ID: 14ad050b-7e27-4618-8b1d-5244ad361298
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Bipyridines and oligopyridines
• IUPAC Name: 1,3-dihydroxy-2-(3-hydroxy-4-oxo-1H-pyridin-2-yl)pyridin-4-one
• SMILES (Canonical): C1=CNC(=C(C1=O)O)C2=C(C(=O)C=CN2O)O
• SMILES (Isomeric): C1=CNC(=C(C1=O)O)C2=C(C(=O)C=CN2O)O
• InChI: InChI=1S/C10H8N2O5/c13-5-1-3-11-7(9(5)15)8-10(16)6(14)2-4-12(8)17/h1-4,15-17H,(H,11,13)
• InChI Key: LOUMPEZROUNOGN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₈N₂O₅
• Molecular Weight: 236.18 g/mol
• Exact Mass: 236.04332136 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.15
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• 98726-96-6
• (2,2'-Bipyridine)-3,3',4,4'-tetrol, 1-oxide
• DTXSID80913109
• 3,3',4,4'-tetrahydroxy-2,2'-bipyridyl-N-oxide
• 1,3,3'-Trihydroxy[2,2'-bipyridine]-4,4'(1H,1'H)-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7572	75.72%
Caco-2	-	0.7806	78.06%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7498	74.98%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.9375	93.75%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8849	88.49%
P-glycoprotein inhibitior	-	0.9609	96.09%
P-glycoprotein substrate	-	0.9383	93.83%
CYP3A4 substrate	-	0.6665	66.65%
CYP2C9 substrate	-	0.7717	77.17%
CYP2D6 substrate	-	0.8635	86.35%
CYP3A4 inhibition	-	0.8147	81.47%
CYP2C9 inhibition	-	0.6643	66.43%
CYP2C19 inhibition	-	0.7690	76.90%
CYP2D6 inhibition	-	0.8462	84.62%
CYP1A2 inhibition	-	0.5992	59.92%
CYP2C8 inhibition	-	0.9330	93.30%
CYP inhibitory promiscuity	-	0.7378	73.78%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6073	60.73%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.7443	74.43%
Skin irritation	-	0.7713	77.13%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8337	83.37%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.6301	63.01%
skin sensitisation	-	0.8487	84.87%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7777	77.77%
Acute Oral Toxicity (c)	III	0.6070	60.70%
Estrogen receptor binding	+	0.5298	52.98%
Androgen receptor binding	-	0.5582	55.82%
Thyroid receptor binding	-	0.5610	56.10%
Glucocorticoid receptor binding	+	0.9524	95.24%
Aromatase binding	+	0.7179	71.79%
PPAR gamma	+	0.5198	51.98%
Honey bee toxicity	-	0.9221	92.21%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.6993	69.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.94%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.05%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.14%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.54%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.34%	94.45%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.88%	95.64%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	87.27%	83.10%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.80%	93.99%
CHEMBL4208	P20618	Proteasome component C5	83.74%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.85%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.74%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 179103
• LOTUS: LTS0020499
• wikiData: Q82883641