1-[(6-Methoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-17-yl)oxy]-3-(3,4,5-trimethoxyphenyl)propan-1-ol

Details

• Internal ID: fb91e263-e494-46b7-85d1-e952987f9bb8
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 1-[(6-methoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-17-yl)oxy]-3-(3,4,5-trimethoxyphenyl)propan-1-ol
• SMILES (Canonical): COC1=CC2=C(C=C1)C3=C(N2)C4CC5CCC(CC5CN4CC3)OC(CCC6=CC(=C(C(=C6)OC)OC)OC)O
• SMILES (Isomeric): COC1=CC2=C(C=C1)C3=C(N2)C4CC5CCC(CC5CN4CC3)OC(CCC6=CC(=C(C(=C6)OC)OC)OC)O
• InChI: InChI=1S/C32H42N2O6/c1-36-22-8-9-24-25-11-12-34-18-21-15-23(7-6-20(21)16-27(34)31(25)33-26(24)17-22)40-30(35)10-5-19-13-28(37-2)32(39-4)29(14-19)38-3/h8-9,13-14,17,20-21,23,27,30,33,35H,5-7,10-12,15-16,18H2,1-4H3
• InChI Key: CACUDZIKDKWSSF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂N₂O₆
• Molecular Weight: 550.70 g/mol
• Exact Mass: 550.30428706 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.26
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8926	89.26%
Caco-2	-	0.7323	73.23%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6580	65.80%
OATP2B1 inhibitior	-	0.7113	71.13%
OATP1B1 inhibitior	+	0.8328	83.28%
OATP1B3 inhibitior	+	0.8482	84.82%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9419	94.19%
P-glycoprotein inhibitior	+	0.8544	85.44%
P-glycoprotein substrate	+	0.8257	82.57%
CYP3A4 substrate	+	0.7171	71.71%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	+	0.6462	64.62%
CYP3A4 inhibition	-	0.9151	91.51%
CYP2C9 inhibition	-	0.9213	92.13%
CYP2C19 inhibition	-	0.8785	87.85%
CYP2D6 inhibition	-	0.7316	73.16%
CYP1A2 inhibition	-	0.8427	84.27%
CYP2C8 inhibition	+	0.6543	65.43%
CYP inhibitory promiscuity	-	0.7043	70.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5868	58.68%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9520	95.20%
Skin irritation	-	0.7776	77.76%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8699	86.99%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.7197	71.97%
skin sensitisation	-	0.9011	90.11%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.8354	83.54%
Acute Oral Toxicity (c)	II	0.4516	45.16%
Estrogen receptor binding	+	0.7674	76.74%
Androgen receptor binding	+	0.7713	77.13%
Thyroid receptor binding	+	0.5218	52.18%
Glucocorticoid receptor binding	+	0.6419	64.19%
Aromatase binding	+	0.5306	53.06%
PPAR gamma	+	0.5940	59.40%
Honey bee toxicity	-	0.7476	74.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.5710	57.10%

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	99.57%	96.09%
CHEMBL4302	P08183	P-glycoprotein 1	99.11%	92.98%
CHEMBL5747	Q92793	CREB-binding protein	98.03%	95.12%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.96%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.55%	91.11%
CHEMBL240	Q12809	HERG	97.15%	89.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.77%	97.09%
CHEMBL2535	P11166	Glucose transporter	95.53%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.11%	93.99%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.85%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.36%	95.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.81%	92.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.45%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.02%	85.14%
CHEMBL1907	P15144	Aminopeptidase N	92.14%	93.31%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	90.95%	91.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.51%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.49%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.39%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.97%	95.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	89.62%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.75%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.01%	94.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.90%	89.05%
CHEMBL1991	O14920	Inhibitor of nuclear factor kappa B kinase beta subunit	87.72%	97.15%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.97%	93.40%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	84.55%	96.25%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.15%	98.33%
CHEMBL3438	Q05513	Protein kinase C zeta	82.47%	88.48%
CHEMBL4581	P52732	Kinesin-like protein 1	82.10%	93.18%
CHEMBL4805	Q99572	P2X purinoceptor 7	82.10%	97.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.84%	89.62%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.24%	95.34%

Plants that contains it

• Rauvolfia serpentina

Cross-Links

• PubChem: 162855104
• LOTUS: LTS0272840
• wikiData: Q104950945