17-o-Methylakagerine

Details

• Internal ID: 49c30de7-8be2-485e-906b-255f0bc821d1
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: (E)-2-[(5S,7R,9S)-9-methoxy-4-methyl-4,10-diazatetracyclo[8.6.1.05,17.011,16]heptadeca-1(17),11,13,15-tetraen-7-yl]but-2-enal
• SMILES (Canonical): CC=C(C=O)C1CC2C3=C(CCN2C)C4=CC=CC=C4N3C(C1)OC
• SMILES (Isomeric): C/C=C(/C=O)\[C@@H]1C[C@H]2C3=C(CCN2C)C4=CC=CC=C4N3[C@H](C1)OC
• InChI: InChI=1S/C21H26N2O2/c1-4-14(13-24)15-11-19-21-17(9-10-22(19)2)16-7-5-6-8-18(16)23(21)20(12-15)25-3/h4-8,13,15,19-20H,9-12H2,1-3H3/b14-4-/t15-,19+,20+/m1/s1
• InChI Key: SILDJCOKNNOTCC-RLWVPSLYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆N₂O₂
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.199428076 g/mol
• Topological Polar Surface Area (TPSA): 34.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• CHEMBL462936

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.9402	94.02%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5669	56.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8977	89.77%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.4811	48.11%
P-glycoprotein inhibitior	-	0.4589	45.89%
P-glycoprotein substrate	-	0.5060	50.60%
CYP3A4 substrate	+	0.7040	70.40%
CYP2C9 substrate	-	0.8123	81.23%
CYP2D6 substrate	-	0.6822	68.22%
CYP3A4 inhibition	+	0.5978	59.78%
CYP2C9 inhibition	-	0.7571	75.71%
CYP2C19 inhibition	-	0.7208	72.08%
CYP2D6 inhibition	-	0.6762	67.62%
CYP1A2 inhibition	-	0.6134	61.34%
CYP2C8 inhibition	-	0.5789	57.89%
CYP inhibitory promiscuity	-	0.6977	69.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7042	70.42%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9921	99.21%
Skin irritation	-	0.7851	78.51%
Skin corrosion	-	0.9316	93.16%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9215	92.15%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5585	55.85%
skin sensitisation	-	0.8712	87.12%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8127	81.27%
Acute Oral Toxicity (c)	III	0.6210	62.10%
Estrogen receptor binding	+	0.6161	61.61%
Androgen receptor binding	+	0.5410	54.10%
Thyroid receptor binding	+	0.5306	53.06%
Glucocorticoid receptor binding	-	0.5550	55.50%
Aromatase binding	-	0.5291	52.91%
PPAR gamma	-	0.6012	60.12%
Honey bee toxicity	-	0.8250	82.50%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6745	67.45%
Fish aquatic toxicity	+	0.9144	91.44%

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	98.18%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.09%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.97%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	87.40%	91.49%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	86.90%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.73%	89.00%
CHEMBL2056	P21728	Dopamine D1 receptor	85.96%	91.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.45%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.36%	98.95%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	80.80%	96.47%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.64%	92.67%
CHEMBL2535	P11166	Glucose transporter	80.18%	98.75%

Plants that contains it

• Strychnos decussata
• Strychnos elaeocarpa
• Strychnos vanprukii

Cross-Links

• PubChem: 10980672
• NPASS: NPC234987
• LOTUS: LTS0261393
• wikiData: Q104394107