Demethoxycarbonyl 3,14-dihydrogambirtannine

Details

• Internal ID: 2788dce6-14e7-4498-acac-c68cc433ec35
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: (1S)-1,2,3,10,11,12,14,21-octahydroyohimban
• SMILES (Canonical): C1CN2CC3=CC=CC=C3CC2C4C1C5=CC=CC=C5N4
• SMILES (Isomeric): C1CN2CC3=CC=CC=C3C[C@H]2C4C1C5=CC=CC=C5N4
• InChI: InChI=1S/C19H20N2/c1-2-6-14-12-21-10-9-16-15-7-3-4-8-17(15)20-19(16)18(21)11-13(14)5-1/h1-8,16,18-20H,9-12H2/t16?,18-,19?/m0/s1
• InChI Key: JJJTUFPBCJFSOI-AVAKVYKDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀N₂
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.162648646 g/mol
• Topological Polar Surface Area (TPSA): 15.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.39
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• demethoxycarbonyl 3,14-dihydrogambirtannine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	+	0.9443	94.43%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5281	52.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9321	93.21%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.6389	63.89%
P-glycoprotein inhibitior	-	0.8103	81.03%
P-glycoprotein substrate	-	0.5083	50.83%
CYP3A4 substrate	+	0.5516	55.16%
CYP2C9 substrate	-	0.6131	61.31%
CYP2D6 substrate	+	0.7315	73.15%
CYP3A4 inhibition	-	0.9243	92.43%
CYP2C9 inhibition	-	0.9291	92.91%
CYP2C19 inhibition	-	0.8931	89.31%
CYP2D6 inhibition	+	0.8811	88.11%
CYP1A2 inhibition	+	0.7361	73.61%
CYP2C8 inhibition	-	0.8029	80.29%
CYP inhibitory promiscuity	+	0.5453	54.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7452	74.52%
Eye corrosion	-	0.9747	97.47%
Eye irritation	-	0.9871	98.71%
Skin irritation	-	0.6099	60.99%
Skin corrosion	-	0.9139	91.39%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9557	95.57%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.8986	89.86%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.5539	55.39%
Acute Oral Toxicity (c)	III	0.6013	60.13%
Estrogen receptor binding	-	0.5489	54.89%
Androgen receptor binding	+	0.5748	57.48%
Thyroid receptor binding	-	0.6592	65.92%
Glucocorticoid receptor binding	-	0.8194	81.94%
Aromatase binding	-	0.5353	53.53%
PPAR gamma	-	0.5967	59.67%
Honey bee toxicity	-	0.8880	88.80%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7800	78.00%
Fish aquatic toxicity	+	0.8491	84.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.66%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.48%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.58%	98.95%
CHEMBL228	P31645	Serotonin transporter	91.23%	95.51%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.20%	93.40%
CHEMBL240	Q12809	HERG	90.78%	89.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.40%	97.09%
CHEMBL217	P14416	Dopamine D2 receptor	89.20%	95.62%
CHEMBL238	Q01959	Dopamine transporter	87.28%	95.88%
CHEMBL5805	Q9NR97	Toll-like receptor 8	86.02%	96.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.93%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.41%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.13%	95.89%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	83.82%	90.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.95%	93.03%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.50%	89.62%

Plants that contains it

• Strychnos johnsonii

Cross-Links

• PubChem: 44559927
• LOTUS: LTS0260918
• wikiData: Q105129693