Avicine

Details

• Internal ID: f02eb761-90c3-46d1-bd28-02b8392a6fb8
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
• IUPAC Name: 12-methyl-5,7,17,19-tetraoxa-12-azoniahexacyclo[11.11.0.02,10.04,8.014,22.016,20]tetracosa-1(13),2,4(8),9,11,14,16(20),21,23-nonaene
• InChI: InChI=1S/C20H14NO4/c1-21-8-12-5-17-18(24-10-23-17)6-14(12)13-3-2-11-4-16-19(25-9-22-16)7-15(11)20(13)21/h2-8H,9-10H2,1H3/q+1
• InChI Key: IUMDBPMWPHHBDU-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₄NO₄+
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.09228293 g/mol
• Topological Polar Surface Area (TPSA): 40.80 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• Avicine
• SCHEMBL13170174
• BDBM50591665
• 1,3-Benzodioxolo[5,6-c][1,3]dioxolo[4,5-j]phenanthridinium, 5-methyl-
• Q63408949

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7967	79.67%
Caco-2	+	0.9017	90.17%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Nucleus	0.3911	39.11%
OATP2B1 inhibitior	-	0.9010	90.10%
OATP1B1 inhibitior	+	0.9648	96.48%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8348	83.48%
BSEP inhibitior	+	0.8352	83.52%
P-glycoprotein inhibitior	+	0.6719	67.19%
P-glycoprotein substrate	-	0.8370	83.70%
CYP3A4 substrate	-	0.6197	61.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8031	80.31%
CYP3A4 inhibition	+	0.6439	64.39%
CYP2C9 inhibition	-	0.9112	91.12%
CYP2C19 inhibition	+	0.8366	83.66%
CYP2D6 inhibition	+	0.8639	86.39%
CYP1A2 inhibition	+	0.9214	92.14%
CYP2C8 inhibition	-	0.8136	81.36%
CYP inhibitory promiscuity	+	0.8851	88.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4135	41.35%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.7140	71.40%
Skin irritation	-	0.7128	71.28%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3786	37.86%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.8408	84.08%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5265	52.65%
Acute Oral Toxicity (c)	III	0.7414	74.14%
Estrogen receptor binding	+	0.8977	89.77%
Androgen receptor binding	+	0.7385	73.85%
Thyroid receptor binding	+	0.7090	70.90%
Glucocorticoid receptor binding	+	0.9010	90.10%
Aromatase binding	+	0.5846	58.46%
PPAR gamma	+	0.8310	83.10%
Honey bee toxicity	-	0.9174	91.74%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	-	0.4878	48.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.31%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.17%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.21%	94.80%
CHEMBL2039	P27338	Monoamine oxidase B	89.85%	92.51%
CHEMBL240	Q12809	HERG	89.34%	89.76%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.88%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.77%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.02%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	82.76%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.21%	86.33%
CHEMBL2581	P07339	Cathepsin D	80.58%	98.95%

Plants that contains it

• Zanthoxylum asiaticum
• Zanthoxylum integrifoliolum
• Zanthoxylum simulans

Cross-Links

• PubChem: 356657
• LOTUS: LTS0145567
• wikiData: Q63408949