(1R,10S,13R,14S,15S,16S,17S,18R)-18-acetyloxy-14-methyl-15-oxido-8-aza-15-azoniahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraene-13-carboxylic acid

Details

• Internal ID: 62905033-661e-4b6e-9bc5-6f4782d31430
• Taxonomy: Alkaloids and derivatives > Ajmaline-sarpagine alkaloids
• IUPAC Name: (1R,10S,13R,14S,15S,16S,17S,18R)-18-acetyloxy-14-methyl-15-oxido-8-aza-15-azoniahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraene-13-carboxylic acid
• InChI: InChI=1S/C21H22N2O5/c1-9-16(20(25)26)11-7-14-18-21(12-5-3-4-6-13(12)22-18)8-15(23(9,14)27)17(11)19(21)28-10(2)24/h3-6,9,11,14-17,19H,7-8H2,1-2H3,(H,25,26)/t9-,11?,14-,15-,16-,17-,19+,21+,23+/m0/s1
• InChI Key: DBNIYERRYXNCDY-OIVLKFHSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂N₂O₅
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.15287181 g/mol
• Topological Polar Surface Area (TPSA): 94.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7553	75.53%
Caco-2	-	0.6573	65.73%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5444	54.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9028	90.28%
OATP1B3 inhibitior	+	0.9343	93.43%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8396	83.96%
P-glycoprotein inhibitior	-	0.7959	79.59%
P-glycoprotein substrate	-	0.5427	54.27%
CYP3A4 substrate	+	0.6505	65.05%
CYP2C9 substrate	+	0.5984	59.84%
CYP2D6 substrate	-	0.8750	87.50%
CYP3A4 inhibition	-	0.7699	76.99%
CYP2C9 inhibition	-	0.7014	70.14%
CYP2C19 inhibition	-	0.7057	70.57%
CYP2D6 inhibition	-	0.8664	86.64%
CYP1A2 inhibition	-	0.7106	71.06%
CYP2C8 inhibition	+	0.5334	53.34%
CYP inhibitory promiscuity	-	0.8831	88.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5034	50.34%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.9302	93.02%
Skin irritation	-	0.7688	76.88%
Skin corrosion	-	0.9306	93.06%
Ames mutagenesis	-	0.5470	54.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8359	83.59%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5288	52.88%
Acute Oral Toxicity (c)	III	0.5810	58.10%
Estrogen receptor binding	+	0.6082	60.82%
Androgen receptor binding	+	0.7038	70.38%
Thyroid receptor binding	-	0.6262	62.62%
Glucocorticoid receptor binding	+	0.5643	56.43%
Aromatase binding	+	0.5976	59.76%
PPAR gamma	+	0.5569	55.69%
Honey bee toxicity	-	0.7955	79.55%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5445	54.45%
Fish aquatic toxicity	+	0.9616	96.16%

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	97.10%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.71%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.27%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.56%	94.08%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	90.45%	97.53%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.36%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.29%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.87%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.21%	99.23%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.21%	94.97%

Plants that contains it

• Alstonia yunnanensis

Cross-Links

• PubChem: 163194991
• LOTUS: LTS0158538
• wikiData: Q104974637