alstoyunine B

Details

• Internal ID: 7ec9cbfe-d17b-4b31-ac56-3c66b6a86fe2
• Taxonomy: Alkaloids and derivatives > Macroline alkaloids
• IUPAC Name: (2S,13S,16R,17R,19R,20S,21S)-17-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-19-ol
• SMILES (Canonical): CC1C2C3CC4N1C(C3C(OC2O)OC)CC5=C4NC6=CC=CC=C56
• SMILES (Isomeric): C[C@H]1[C@H]2[C@@H](O[C@H]([C@@H]3C2C[C@@H]4N1[C@H]3CC5=C4NC6=CC=CC=C56)OC)O
• 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)20(24-2)25-19(16)23/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: ALUUTSZMHKEPEI-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

• CHEMBL1081314

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9491	94.91%
Caco-2	+	0.8398	83.98%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.4667	46.67%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8803	88.03%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6990	69.90%
P-glycoprotein inhibitior	-	0.8334	83.34%
P-glycoprotein substrate	-	0.5275	52.75%
CYP3A4 substrate	+	0.6827	68.27%
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	+	0.5593	55.93%
CYP inhibitory promiscuity	-	0.5906	59.06%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5723	57.23%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9689	96.89%
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	+	0.7273	72.73%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5197	51.97%
skin sensitisation	-	0.8900	89.00%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6090	60.90%
Acute Oral Toxicity (c)	III	0.4347	43.47%
Estrogen receptor binding	-	0.4946	49.46%
Androgen receptor binding	+	0.6146	61.46%
Thyroid receptor binding	+	0.6267	62.67%
Glucocorticoid receptor binding	-	0.7069	70.69%
Aromatase binding	-	0.5732	57.32%
PPAR gamma	-	0.6172	61.72%
Honey bee toxicity	-	0.8471	84.71%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
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	98.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.69%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.51%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.81%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.46%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.74%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	89.81%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.67%	89.00%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	86.59%	85.00%
CHEMBL5028	O14672	ADAM10	82.64%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.08%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.08%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.17%	97.14%

Plants that contains it

• Alstonia yunnanensis

Cross-Links

• PubChem: 46882286
• LOTUS: LTS0204904
• wikiData: Q104914373