Dehydrodiscretamine

Details

• Internal ID: 8f803498-6347-436e-8a2c-c9b657060a5d
• Taxonomy: Alkaloids and derivatives > Protoberberine alkaloids and derivatives
• IUPAC Name: 10-hydroxy-2,9-dimethoxy-6,7-dihydro-5H-isoquinolino[2,1-b]isoquinolin-7-ium-3-one
• SMILES (Canonical): COC1=CC2=C3C=C4C=CC(=C(C4=C[NH+]3CCC2=CC1=O)OC)O
• SMILES (Isomeric): COC1=CC2=C3C=C4C=CC(=C(C4=C[NH+]3CCC2=CC1=O)OC)O
• InChI: InChI=1S/C19H17NO4/c1-23-18-9-13-12(8-17(18)22)5-6-20-10-14-11(7-15(13)20)3-4-16(21)19(14)24-2/h3-4,7-10,21H,5-6H2,1-2H3/p+1
• InChI Key: XXLNLCVMHJBPLJ-UHFFFAOYSA-O
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈NO₄+
• Molecular Weight: 324.30 g/mol
• Exact Mass: 324.12358306 g/mol
• Topological Polar Surface Area (TPSA): 60.20 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): -0.49
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8144	81.44%
Caco-2	+	0.8997	89.97%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6389	63.89%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.9269	92.69%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7855	78.55%
P-glycoprotein inhibitior	-	0.4383	43.83%
P-glycoprotein substrate	-	0.7902	79.02%
CYP3A4 substrate	+	0.5781	57.81%
CYP2C9 substrate	-	0.8109	81.09%
CYP2D6 substrate	-	0.7039	70.39%
CYP3A4 inhibition	-	0.8649	86.49%
CYP2C9 inhibition	-	0.7957	79.57%
CYP2C19 inhibition	-	0.7814	78.14%
CYP2D6 inhibition	-	0.5096	50.96%
CYP1A2 inhibition	-	0.5732	57.32%
CYP2C8 inhibition	-	0.5701	57.01%
CYP inhibitory promiscuity	-	0.7027	70.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6011	60.11%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.8666	86.66%
Skin irritation	-	0.7379	73.79%
Skin corrosion	-	0.9262	92.62%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6498	64.98%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5819	58.19%
skin sensitisation	-	0.8472	84.72%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6875	68.75%
Acute Oral Toxicity (c)	III	0.6265	62.65%
Estrogen receptor binding	+	0.9458	94.58%
Androgen receptor binding	+	0.6398	63.98%
Thyroid receptor binding	+	0.7087	70.87%
Glucocorticoid receptor binding	+	0.8840	88.40%
Aromatase binding	+	0.7227	72.27%
PPAR gamma	+	0.7750	77.50%
Honey bee toxicity	-	0.7840	78.40%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.5712	57.12%

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	97.40%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.90%	95.56%
CHEMBL4208	P20618	Proteasome component C5	92.18%	90.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.77%	93.40%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.36%	93.99%
CHEMBL2581	P07339	Cathepsin D	90.19%	98.95%
CHEMBL2535	P11166	Glucose transporter	88.91%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.68%	86.33%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.69%	92.68%
CHEMBL4040	P28482	MAP kinase ERK2	83.22%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.01%	96.09%

Plants that contains it

• Annona squamosa
• Tinospora sagittata

Cross-Links

• PubChem: 102316663
• NPASS: NPC140697