Arboricine

Details

• Internal ID: 0e804538-52e8-4bc5-97f4-25261b6222ca
• Taxonomy: Alkaloids and derivatives > Corynanthean-type alkaloids
• IUPAC Name: 1-[(2S,3E,12bR)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]ethanone
• SMILES (Canonical): CC=C1CN2CCC3=C(C2CC1C(=O)C)NC4=CC=CC=C34
• SMILES (Isomeric): C/C=C\1/CN2CCC3=C([C@H]2C[C@@H]1C(=O)C)NC4=CC=CC=C34
• InChI: InChI=1S/C19H22N2O/c1-3-13-11-21-9-8-15-14-6-4-5-7-17(14)20-19(15)18(21)10-16(13)12(2)22/h3-7,16,18,20H,8-11H2,1-2H3/b13-3-/t16-,18-/m1/s1
• InChI Key: MFTPZTQGJQXTIP-VDFLQNNISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂N₂O
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.173213330 g/mol
• Topological Polar Surface Area (TPSA): 36.10 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL400901
• 1-[(2S,3E,12bR)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]ethanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.9629	96.29%
Blood Brain Barrier	+	0.9129	91.29%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6024	60.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8962	89.62%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.8835	88.35%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.6985	69.85%
P-glycoprotein inhibitior	-	0.6620	66.20%
P-glycoprotein substrate	-	0.6293	62.93%
CYP3A4 substrate	+	0.6512	65.12%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	+	0.5360	53.60%
CYP3A4 inhibition	+	0.6233	62.33%
CYP2C9 inhibition	-	0.6701	67.01%
CYP2C19 inhibition	-	0.7769	77.69%
CYP2D6 inhibition	+	0.8141	81.41%
CYP1A2 inhibition	+	0.6304	63.04%
CYP2C8 inhibition	-	0.6330	63.30%
CYP inhibitory promiscuity	+	0.5769	57.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7496	74.96%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9951	99.51%
Skin irritation	-	0.7104	71.04%
Skin corrosion	-	0.9228	92.28%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8865	88.65%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8585	85.85%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.4496	44.96%
Acute Oral Toxicity (c)	III	0.5550	55.50%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6012	60.12%
Thyroid receptor binding	-	0.5649	56.49%
Glucocorticoid receptor binding	-	0.6395	63.95%
Aromatase binding	-	0.7688	76.88%
PPAR gamma	-	0.6565	65.65%
Honey bee toxicity	-	0.8905	89.05%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9409	94.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.84%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.18%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.40%	94.45%
CHEMBL240	Q12809	HERG	89.35%	89.76%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.73%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.67%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.38%	98.95%
CHEMBL2535	P11166	Glucose transporter	86.55%	98.75%
CHEMBL5028	O14672	ADAM10	85.80%	97.50%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.44%	88.56%

Plants that contains it

• Kopsia arborea

Cross-Links

• PubChem: 16072134
• LOTUS: LTS0037408
• wikiData: Q102165952