Berbamuninium(2+)

Details

• Internal ID: c88d8279-0929-45f5-84e4-4daac8aa9683
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
• IUPAC Name: (1S)-1-[[4-[2-hydroxy-5-[[(1R)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-2-ium-1-yl]methyl]phenoxy]phenyl]methyl]-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-2-ium-7-ol
• InChI: InChI=1S/C36H40N2O6/c1-37-13-11-24-18-34(42-3)32(40)20-27(24)29(37)15-22-5-8-26(9-6-22)44-36-17-23(7-10-31(36)39)16-30-28-21-33(41)35(43-4)19-25(28)12-14-38(30)2/h5-10,17-21,29-30,39-41H,11-16H2,1-4H3/p+2/t29-,30+/m0/s1
• InChI Key: FDABVSXGAMFQQH-XZWHSSHBSA-P
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₂N₂O₆+₂
• Molecular Weight: 598.70 g/mol
• Exact Mass: 598.30428706 g/mol
• Topological Polar Surface Area (TPSA): 97.30 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

• berbamuninium
• berbamunine cation
• berbamunine(2+)
• berbamuninium cation
• CHEBI:57894
• Q27125041
• (1S)-1,2,3,4-tetrahydro-1-[ [4-[2-hydroxy-5-[ [ (1R)-1,2,3,4-tetrahydro-7-hydroxy-6-methoxy-2-methyl-1-isoquinolinyl ]methyl ]phenoxy ]phenyl ]methyl ]-6-methoxy-2-methyl-7-isoquinolinol
• (1S)-7-hydroxy-1-[4-(2-hydroxy-5-{[(1R)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolinium-1-yl]methyl}phenoxy)benzyl]-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolinium

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5653	56.53%
Caco-2	-	0.7877	78.77%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.3901	39.01%
OATP2B1 inhibitior	+	0.5776	57.76%
OATP1B1 inhibitior	+	0.9351	93.51%
OATP1B3 inhibitior	+	0.9350	93.50%
MATE1 inhibitior	+	0.5200	52.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9728	97.28%
P-glycoprotein inhibitior	+	0.8929	89.29%
P-glycoprotein substrate	-	0.6507	65.07%
CYP3A4 substrate	+	0.6388	63.88%
CYP2C9 substrate	+	0.7919	79.19%
CYP2D6 substrate	+	0.5688	56.88%
CYP3A4 inhibition	-	0.9710	97.10%
CYP2C9 inhibition	-	0.9557	95.57%
CYP2C19 inhibition	-	0.9499	94.99%
CYP2D6 inhibition	-	0.8396	83.96%
CYP1A2 inhibition	-	0.9228	92.28%
CYP2C8 inhibition	+	0.7754	77.54%
CYP inhibitory promiscuity	-	0.9783	97.83%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6975	69.75%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9243	92.43%
Skin irritation	-	0.7477	74.77%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8729	87.29%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.7574	75.74%
skin sensitisation	-	0.8882	88.82%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7160	71.60%
Acute Oral Toxicity (c)	III	0.6446	64.46%
Estrogen receptor binding	+	0.8191	81.91%
Androgen receptor binding	+	0.7327	73.27%
Thyroid receptor binding	+	0.5933	59.33%
Glucocorticoid receptor binding	+	0.7233	72.33%
Aromatase binding	+	0.5603	56.03%
PPAR gamma	+	0.7181	71.81%
Honey bee toxicity	-	0.7651	76.51%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6651	66.51%
Fish aquatic toxicity	+	0.6965	69.65%

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	99.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.14%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.20%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.59%	95.89%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	92.56%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.28%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.50%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.09%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.79%	86.33%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	89.32%	91.79%
CHEMBL2535	P11166	Glucose transporter	89.03%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.98%	92.94%
CHEMBL4208	P20618	Proteasome component C5	88.48%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.74%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.82%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.07%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.98%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.25%	94.00%
CHEMBL3820	P35557	Hexokinase type IV	83.63%	91.96%
CHEMBL1951	P21397	Monoamine oxidase A	83.27%	91.49%
CHEMBL2581	P07339	Cathepsin D	82.87%	98.95%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.86%	85.31%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.86%	91.03%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.12%	95.50%

Plants that contains it

• Berberis amurensis

Cross-Links

• PubChem: 46931116
• NPASS: NPC132332