Corybulbine

Details

• Internal ID: 7d974d54-3a9e-479f-8f59-8e62fc73f546
• Taxonomy: Alkaloids and derivatives > Protoberberine alkaloids and derivatives
• IUPAC Name: (13S,13aR)-2,9,10-trimethoxy-13-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-3-ol
• SMILES (Canonical): CC1C2C3=CC(=C(C=C3CCN2CC4=C1C=CC(=C4OC)OC)O)OC
• SMILES (Isomeric): C[C@@H]1[C@@H]2C3=CC(=C(C=C3CCN2CC4=C1C=CC(=C4OC)OC)O)OC
• InChI: InChI=1S/C21H25NO4/c1-12-14-5-6-18(24-2)21(26-4)16(14)11-22-8-7-13-9-17(23)19(25-3)10-15(13)20(12)22/h5-6,9-10,12,20,23H,7-8,11H2,1-4H3/t12-,20+/m0/s1
• InChI Key: OBVLTWCOTSTMNM-FKIZINRSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅NO₄
• Molecular Weight: 355.40 g/mol
• Exact Mass: 355.17835828 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• Corybulbin
• 518-77-4
• UNII-7P0E484I6E
• 7P0E484I6E
• 13abeta-Berbin-3-ol, 2,9,10-trimethoxy-13alpha-methyl-
• (+)-Corybulbine
• D-CORYBULBINE
• CORYDALIS-G
• CORYBULBINE [MI]
• CORYBULBINE, (+)-
• AKOS000278004
• Q27268659
• 3-HYDROXY-13.ALPHA.-METHYL-2,9,10-TRIMETHOXY-13A.BETA.-BERBINE
• (13S,13aR)-2,9,10-trimethoxy-13-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolin-3-ol
• 6H-DIBENZO(A,G)QUINOLIZIN-3-OL, 5,8,13,13A-TETRAHYDRO-2,9,10-TRIMETHOXY-13-METHYL-, (13S,13AR)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7453	74.53%
Caco-2	+	0.9246	92.46%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7026	70.26%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9481	94.81%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.5663	56.63%
P-glycoprotein inhibitior	-	0.4562	45.62%
P-glycoprotein substrate	-	0.5440	54.40%
CYP3A4 substrate	+	0.6089	60.89%
CYP2C9 substrate	-	0.5942	59.42%
CYP2D6 substrate	+	0.7968	79.68%
CYP3A4 inhibition	-	0.6935	69.35%
CYP2C9 inhibition	-	0.8825	88.25%
CYP2C19 inhibition	-	0.6090	60.90%
CYP2D6 inhibition	+	0.7220	72.20%
CYP1A2 inhibition	+	0.6197	61.97%
CYP2C8 inhibition	+	0.4706	47.06%
CYP inhibitory promiscuity	-	0.8286	82.86%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6226	62.26%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9495	94.95%
Skin irritation	-	0.7537	75.37%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7635	76.35%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8985	89.85%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8471	84.71%
Acute Oral Toxicity (c)	III	0.5705	57.05%
Estrogen receptor binding	+	0.7030	70.30%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6924	69.24%
Glucocorticoid receptor binding	+	0.6915	69.15%
Aromatase binding	-	0.6800	68.00%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8816	88.16%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	-	0.5594	55.94%

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	98.45%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.41%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.92%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.39%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.44%	93.40%
CHEMBL2535	P11166	Glucose transporter	91.62%	98.75%
CHEMBL217	P14416	Dopamine D2 receptor	91.53%	95.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.41%	89.62%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	89.57%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.51%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.51%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	89.32%	91.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.01%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.41%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.77%	94.45%
CHEMBL2581	P07339	Cathepsin D	85.11%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.92%	97.21%
CHEMBL4208	P20618	Proteasome component C5	83.74%	90.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.19%	82.38%
CHEMBL4302	P08183	P-glycoprotein 1	81.93%	92.98%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	81.86%	95.70%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.61%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.34%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.88%	89.05%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.41%	91.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.40%	97.09%
CHEMBL5747	Q92793	CREB-binding protein	80.11%	95.12%

Plants that contains it

• Corydalis ambigua
• Corydalis cava
• Corydalis heterocarpa
• Corydalis nobilis
• Corydalis ophiocarpa
• Corydalis orthopoda
• Corydalis solida
• Corydalis ternata
• Corydalis turtschaninovii
• Corydalis yanhusuo
• Dovyalis hebecarpa
• Eremophila oppositifolia
• Ixeris repens
• Taxillus sutchuenensis var. duclouxii

Cross-Links

• PubChem: 10316181
• NPASS: NPC163436
• LOTUS: LTS0123300
• wikiData: Q27268659