2-[(2R,12bS)-3-ethenyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]ethanol

Details

• Internal ID: 19debff9-7c46-4610-9247-960e31031c63
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 2-[(2R,12bS)-3-ethenyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]ethanol
• SMILES (Canonical): C=CC1CN2CCC3=C(C2CC1CCO)NC4=CC=CC=C34
• SMILES (Isomeric): C=CC1CN2CCC3=C([C@@H]2C[C@@H]1CCO)NC4=CC=CC=C34
• InChI: InChI=1S/C19H24N2O/c1-2-13-12-21-9-7-16-15-5-3-4-6-17(15)20-19(16)18(21)11-14(13)8-10-22/h2-6,13-14,18,20,22H,1,7-12H2/t13?,14-,18-/m0/s1
• InChI Key: IILQILGCNGUUHT-NOBWMKPMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄N₂O
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.188863393 g/mol
• Topological Polar Surface Area (TPSA): 39.30 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.8241	82.41%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6744	67.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8948	89.48%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.9405	94.05%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.4519	45.19%
P-glycoprotein inhibitior	-	0.7989	79.89%
P-glycoprotein substrate	-	0.5301	53.01%
CYP3A4 substrate	+	0.6389	63.89%
CYP2C9 substrate	+	0.5905	59.05%
CYP2D6 substrate	+	0.6345	63.45%
CYP3A4 inhibition	-	0.8712	87.12%
CYP2C9 inhibition	-	0.9318	93.18%
CYP2C19 inhibition	-	0.8494	84.94%
CYP2D6 inhibition	+	0.6217	62.17%
CYP1A2 inhibition	-	0.8019	80.19%
CYP2C8 inhibition	-	0.6339	63.39%
CYP inhibitory promiscuity	-	0.7269	72.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6932	69.32%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9758	97.58%
Skin irritation	-	0.6825	68.25%
Skin corrosion	-	0.9017	90.17%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8886	88.86%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8760	87.60%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.5531	55.31%
Acute Oral Toxicity (c)	III	0.7180	71.80%
Estrogen receptor binding	+	0.6345	63.45%
Androgen receptor binding	+	0.6826	68.26%
Thyroid receptor binding	-	0.5878	58.78%
Glucocorticoid receptor binding	+	0.6089	60.89%
Aromatase binding	-	0.5837	58.37%
PPAR gamma	+	0.5663	56.63%
Honey bee toxicity	-	0.8315	83.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.6428	64.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	98.47%	89.76%
CHEMBL1951	P21397	Monoamine oxidase A	97.09%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.59%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.17%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.75%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.55%	97.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.46%	91.71%
CHEMBL3310	Q96DB2	Histone deacetylase 11	90.01%	88.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.50%	93.99%
CHEMBL2581	P07339	Cathepsin D	83.82%	98.95%
CHEMBL2885	P07451	Carbonic anhydrase III	83.76%	87.45%
CHEMBL3902	P09211	Glutathione S-transferase Pi	81.61%	93.81%
CHEMBL4302	P08183	P-glycoprotein 1	80.04%	92.98%

Plants that contains it

• Rauvolfia mannii

Cross-Links

• PubChem: 101287731
• LOTUS: LTS0145014
• wikiData: Q105113605