(1R,2S,5S,7S,8R,11S)-2-ethyl-1'-methoxyspiro[3,9-dioxa-4-azatetracyclo[6.3.1.02,4.05,11]dodecane-7,3'-indole]-2'-one

Details

• Internal ID: 83241dd3-1bd8-47ad-877b-05e68e051431
• Taxonomy: Alkaloids and derivatives > Gelsemium alkaloids
• IUPAC Name: (1R,2S,5S,7S,8R,11S)-2-ethyl-1'-methoxyspiro[3,9-dioxa-4-azatetracyclo[6.3.1.02,4.05,11]dodecane-7,3'-indole]-2'-one
• InChI: InChI=1S/C19H22N2O4/c1-3-19-13-8-16-18(9-15(21(19)25-19)11(13)10-24-16)12-6-4-5-7-14(12)20(23-2)17(18)22/h4-7,11,13,15-16H,3,8-10H2,1-2H3/t11-,13+,15-,16+,18-,19-,21?/m0/s1
• InChI Key: PETWEMKQBDXKQQ-QIISOMIJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂N₂O₄
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.15795719 g/mol
• Topological Polar Surface Area (TPSA): 54.30 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9813	98.13%
Caco-2	+	0.7700	77.00%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6050	60.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8802	88.02%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7553	75.53%
P-glycoprotein inhibitior	-	0.5877	58.77%
P-glycoprotein substrate	-	0.5146	51.46%
CYP3A4 substrate	+	0.6656	66.56%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.7808	78.08%
CYP3A4 inhibition	-	0.8390	83.90%
CYP2C9 inhibition	-	0.5894	58.94%
CYP2C19 inhibition	-	0.5967	59.67%
CYP2D6 inhibition	-	0.8894	88.94%
CYP1A2 inhibition	-	0.7033	70.33%
CYP2C8 inhibition	-	0.5735	57.35%
CYP inhibitory promiscuity	-	0.5916	59.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5346	53.46%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.9907	99.07%
Skin irritation	-	0.7889	78.89%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6998	69.98%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.6414	64.14%
skin sensitisation	-	0.8339	83.39%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6447	64.47%
Acute Oral Toxicity (c)	III	0.5560	55.60%
Estrogen receptor binding	+	0.7577	75.77%
Androgen receptor binding	+	0.6920	69.20%
Thyroid receptor binding	+	0.6497	64.97%
Glucocorticoid receptor binding	-	0.5338	53.38%
Aromatase binding	-	0.5597	55.97%
PPAR gamma	-	0.5194	51.94%
Honey bee toxicity	-	0.7448	74.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8775	87.75%

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	98.05%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.58%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.48%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.20%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.94%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.09%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.62%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.31%	97.25%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	86.40%	92.67%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.35%	93.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.92%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.00%	82.69%

Plants that contains it

• Gelsemium elegans

Cross-Links

• PubChem: 101951238
• LOTUS: LTS0003547
• wikiData: Q105290034