15a-hydroxy-5a-methoxy-4a,5,7,8,13a,15,15b,16-octahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one

Details

• Internal ID: a3afbd5b-b68e-4aba-bd7a-fe664fda9124
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: 15a-hydroxy-5a-methoxy-4a,5,7,8,13a,15,15b,16-octahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one
• InChI: InChI=1S/C22H24N2O4/c1-27-22-10-14-13-6-9-28-21(26)11-17(25)24-16-5-3-2-4-15(16)20(22,19(24)18(14)21)7-8-23(22)12-13/h2-6,14,18-19,26H,7-12H2,1H3
• InChI Key: DEPMVQLGZKMEJW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄N₂O₄
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.17360725 g/mol
• Topological Polar Surface Area (TPSA): 62.20 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9747	97.47%
Caco-2	+	0.8305	83.05%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5907	59.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9030	90.30%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.8030	80.30%
P-glycoprotein inhibitior	-	0.5699	56.99%
P-glycoprotein substrate	-	0.5442	54.42%
CYP3A4 substrate	+	0.6790	67.90%
CYP2C9 substrate	-	0.7842	78.42%
CYP2D6 substrate	-	0.7938	79.38%
CYP3A4 inhibition	-	0.9199	91.99%
CYP2C9 inhibition	-	0.8897	88.97%
CYP2C19 inhibition	-	0.8924	89.24%
CYP2D6 inhibition	-	0.8821	88.21%
CYP1A2 inhibition	-	0.8434	84.34%
CYP2C8 inhibition	-	0.5669	56.69%
CYP inhibitory promiscuity	-	0.9436	94.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5300	53.00%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9865	98.65%
Skin irritation	-	0.7732	77.32%
Skin corrosion	-	0.9273	92.73%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6686	66.86%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5197	51.97%
skin sensitisation	-	0.8410	84.10%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.8734	87.34%
Acute Oral Toxicity (c)	III	0.4766	47.66%
Estrogen receptor binding	+	0.6787	67.87%
Androgen receptor binding	+	0.7665	76.65%
Thyroid receptor binding	-	0.5194	51.94%
Glucocorticoid receptor binding	+	0.5792	57.92%
Aromatase binding	+	0.5703	57.03%
PPAR gamma	+	0.6054	60.54%
Honey bee toxicity	-	0.8086	80.86%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8910	89.10%

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	98.09%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.62%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.38%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.15%	91.11%
CHEMBL5028	O14672	ADAM10	88.37%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.29%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.22%	94.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.81%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.37%	85.14%
CHEMBL4208	P20618	Proteasome component C5	85.85%	90.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.50%	93.65%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	82.49%	92.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.86%	97.14%

Plants that contains it

• Strychnos henningsii

Cross-Links

• PubChem: 163092999
• LOTUS: LTS0234237
• wikiData: Q104977411