Alstoyunine A

Details

• Internal ID: 0388544f-ff18-40b3-aecf-2298906585ec
• Taxonomy: Alkaloids and derivatives > Macroline alkaloids
• IUPAC Name: (2S,13S,16R,17R,19R,20S,21S)-19-methoxy-21-methyl-18-oxa-1,11-diazahexacyclo[11.8.0.02,16.04,12.05,10.015,20]henicosa-4(12),5,7,9-tetraen-17-ol
• InChI: InChI=1S/C20H24N2O3/c1-9-16-12-8-15-18-11(10-5-3-4-6-13(10)21-18)7-14(22(9)15)17(12)19(23)25-20(16)24-2/h3-6,9,12,14-17,19-21,23H,7-8H2,1-2H3/t9-,12?,14-,15-,16+,17+,19+,20+/m0/s1
• InChI Key: MCELWEQVMZEFMT-XQZKUMGPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄N₂O₃
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.17869263 g/mol
• Topological Polar Surface Area (TPSA): 57.70 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL1079511

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9491	94.91%
Caco-2	+	0.7900	79.00%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.4667	46.67%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8794	87.94%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8620	86.20%
P-glycoprotein substrate	-	0.5358	53.58%
CYP3A4 substrate	+	0.6856	68.56%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	+	0.3889	38.89%
CYP3A4 inhibition	-	0.7744	77.44%
CYP2C9 inhibition	-	0.8606	86.06%
CYP2C19 inhibition	-	0.7814	78.14%
CYP2D6 inhibition	-	0.5438	54.38%
CYP1A2 inhibition	+	0.5156	51.56%
CYP2C8 inhibition	+	0.5552	55.52%
CYP inhibitory promiscuity	-	0.5906	59.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5723	57.23%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9617	96.17%
Skin irritation	-	0.8179	81.79%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7820	78.20%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5322	53.22%
skin sensitisation	-	0.8900	89.00%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.5850	58.50%
Acute Oral Toxicity (c)	III	0.4347	43.47%
Estrogen receptor binding	-	0.4889	48.89%
Androgen receptor binding	+	0.6146	61.46%
Thyroid receptor binding	+	0.6002	60.02%
Glucocorticoid receptor binding	-	0.6890	68.90%
Aromatase binding	-	0.6931	69.31%
PPAR gamma	-	0.6063	60.63%
Honey bee toxicity	-	0.8620	86.20%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.6740	67.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.74%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.38%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.92%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.91%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.30%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.13%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.08%	89.00%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	87.29%	85.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.46%	97.14%
CHEMBL240	Q12809	HERG	83.17%	89.76%
CHEMBL5028	O14672	ADAM10	82.45%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.08%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.08%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.85%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.24%	99.23%

Plants that contains it

• Alstonia yunnanensis

Cross-Links

• PubChem: 46882285
• LOTUS: LTS0117925
• wikiData: Q105161149