Stellarine A

Details

• Internal ID: 1b8c1d3b-3854-43dd-9b58-036ef2b734d8
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: 1-acetyl-9H-pyrido[3,4-b]indole-3-carboxamide
• SMILES (Canonical): CC(=O)C1=C2C(=CC(=N1)C(=O)N)C3=CC=CC=C3N2
• SMILES (Isomeric): CC(=O)C1=C2C(=CC(=N1)C(=O)N)C3=CC=CC=C3N2
• InChI: InChI=1S/C14H11N3O2/c1-7(18)12-13-9(6-11(17-12)14(15)19)8-4-2-3-5-10(8)16-13/h2-6,16H,1H3,(H2,15,19)
• InChI Key: KIWBXNFOSSEZSM-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₁N₃O₂
• Molecular Weight: 253.26 g/mol
• Exact Mass: 253.085126602 g/mol
• Topological Polar Surface Area (TPSA): 88.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.02
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEBI:70224
• Stellarines A
• CHEMBL1651330
• 1-acetyl-9h-beta-carboline-3-carboxylic acid amide
• Q27138564

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	-	0.6612	66.12%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7226	72.26%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9340	93.40%
OATP1B3 inhibitior	+	0.9556	95.56%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6332	63.32%
P-glycoprotein inhibitior	-	0.8430	84.30%
P-glycoprotein substrate	-	0.7938	79.38%
CYP3A4 substrate	-	0.5168	51.68%
CYP2C9 substrate	+	0.6194	61.94%
CYP2D6 substrate	-	0.8851	88.51%
CYP3A4 inhibition	-	0.6372	63.72%
CYP2C9 inhibition	-	0.7190	71.90%
CYP2C19 inhibition	-	0.6688	66.88%
CYP2D6 inhibition	-	0.8703	87.03%
CYP1A2 inhibition	+	0.8291	82.91%
CYP2C8 inhibition	-	0.6497	64.97%
CYP inhibitory promiscuity	+	0.5106	51.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5056	50.56%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.8360	83.60%
Skin irritation	-	0.7942	79.42%
Skin corrosion	-	0.9758	97.58%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6333	63.33%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.7802	78.02%
skin sensitisation	-	0.9498	94.98%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8051	80.51%
Acute Oral Toxicity (c)	III	0.7224	72.24%
Estrogen receptor binding	+	0.8924	89.24%
Androgen receptor binding	+	0.7062	70.62%
Thyroid receptor binding	+	0.5248	52.48%
Glucocorticoid receptor binding	+	0.8544	85.44%
Aromatase binding	+	0.8490	84.90%
PPAR gamma	-	0.5208	52.08%
Honey bee toxicity	-	0.9371	93.71%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.9163	91.63%

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	96.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.10%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.03%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.98%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.77%	93.65%
CHEMBL2581	P07339	Cathepsin D	84.55%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.06%	99.23%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.53%	89.44%
CHEMBL1781	P11387	DNA topoisomerase I	83.48%	97.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.45%	86.33%
CHEMBL255	P29275	Adenosine A2b receptor	83.39%	98.59%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	83.09%	95.48%
CHEMBL2535	P11166	Glucose transporter	82.73%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.14%	99.17%

Plants that contains it

• Stellaria dichotoma
• Stellaria yunnanensis

Cross-Links

• PubChem: 50993701
• LOTUS: LTS0101178
• wikiData: Q27138564