Fissicesine N-oxide

Details

• Internal ID: 7561acc9-d64e-49a0-9dd7-debc2deb5bc6
• Taxonomy: Alkaloids and derivatives > 6,6a-secoaporphines
• IUPAC Name: N,N-dimethyl-2-(3,4,8-trimethoxyphenanthren-1-yl)ethanamine oxide
• SMILES (Canonical): C[N+](C)(CCC1=CC(=C(C2=C1C=CC3=C2C=CC=C3OC)OC)OC)[O-]
• SMILES (Isomeric): C[N+](C)(CCC1=CC(=C(C2=C1C=CC3=C2C=CC=C3OC)OC)OC)[O-]
• InChI: InChI=1S/C21H25NO4/c1-22(2,23)12-11-14-13-19(25-4)21(26-5)20-15(14)9-10-16-17(20)7-6-8-18(16)24-3/h6-10,13H,11-12H2,1-5H3
• InChI Key: VQHJGXLRCBBBTQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅NO₄
• Molecular Weight: 355.40 g/mol
• Exact Mass: 355.17835828 g/mol
• Topological Polar Surface Area (TPSA): 45.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.14
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5975	59.75%
Caco-2	+	0.9191	91.91%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4474	44.74%
OATP2B1 inhibitior	-	0.8642	86.42%
OATP1B1 inhibitior	+	0.9310	93.10%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8731	87.31%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.5821	58.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6785	67.85%
CYP3A4 inhibition	+	0.6919	69.19%
CYP2C9 inhibition	-	0.7777	77.77%
CYP2C19 inhibition	-	0.7394	73.94%
CYP2D6 inhibition	-	0.8135	81.35%
CYP1A2 inhibition	-	0.6338	63.38%
CYP2C8 inhibition	+	0.7942	79.42%
CYP inhibitory promiscuity	-	0.9190	91.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7015	70.15%
Carcinogenicity (trinary)	Non-required	0.6043	60.43%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.7739	77.39%
Skin irritation	-	0.7560	75.60%
Skin corrosion	-	0.9185	91.85%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8639	86.39%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8545	85.45%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8181	81.81%
Acute Oral Toxicity (c)	III	0.6042	60.42%
Estrogen receptor binding	+	0.7958	79.58%
Androgen receptor binding	+	0.7248	72.48%
Thyroid receptor binding	+	0.7985	79.85%
Glucocorticoid receptor binding	+	0.8650	86.50%
Aromatase binding	+	0.7155	71.55%
PPAR gamma	+	0.6934	69.34%
Honey bee toxicity	-	0.8211	82.11%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9248	92.48%

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	94.62%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.42%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.20%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.01%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.47%	95.56%
CHEMBL2535	P11166	Glucose transporter	91.45%	98.75%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	90.86%	94.03%
CHEMBL2581	P07339	Cathepsin D	90.04%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	89.32%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.13%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.48%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.31%	92.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.37%	94.80%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.62%	89.62%
CHEMBL1907	P15144	Aminopeptidase N	80.37%	93.31%

Plants that contains it

• Fissistigma glaucescens

Cross-Links

• PubChem: 14635658
• LOTUS: LTS0085917
• wikiData: Q105291245