Crebanine

Details

• Internal ID: 1ac383bf-d263-41dc-a020-b35e110afb0b
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 15,16-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaene
• SMILES (Canonical): CN1CCC2=CC3=C(C4=C2C1CC5=C4C=CC(=C5OC)OC)OCO3
• SMILES (Isomeric): CN1CCC2=CC3=C(C4=C2C1CC5=C4C=CC(=C5OC)OC)OCO3
• InChI: InChI=1S/C20H21NO4/c1-21-7-6-11-8-16-20(25-10-24-16)18-12-4-5-15(22-2)19(23-3)13(12)9-14(21)17(11)18/h4-5,8,14H,6-7,9-10H2,1-3H3
• InChI Key: UVDQDNQWGQFIAO-UHFFFAOYSA-N
• Popularity: 20 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₁NO₄
• Molecular Weight: 339.40 g/mol
• Exact Mass: 339.14705815 g/mol
• Topological Polar Surface Area (TPSA): 40.20 Ų
• XlogP: 3.20

Synonyms

• 25127-29-1
• Crebanin
• 15,16-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaene
• (12R)-15,16-Dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaene
• L-crebanine
• 8,9-Dimethoxy-1,2-(methylenedioxy)aporphine
• Aporphine, 8,9-dimethoxy-1,2-(methylenedioxy)-
• CHEMBL604339
• DTXSID80947989
• AKOS032948508
• 5H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinoline, 6,7,7a,8-tetrahydro-9,10-dimethoxy-7-methyl-, (R)-
• AC-34392
• 1,2-methylenedioxy-8,9-dimethoxyaporphine
• FT-0776744
• A877697
• (12R)-15,16-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6.0^{8,20.0^{14,19]icosa-1(20),2(6),7,14(19),15,17-hexaene
• 9,10-Dimethoxy-7-methyl-6,7,7a,8-tetrahydro-2H,5H-[1,3]benzodioxolo[6,5,4-de]benzo[g]quinoline

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

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	98.54%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.06%	96.77%
CHEMBL240	Q12809	HERG	96.75%	89.76%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.03%	93.40%
CHEMBL5747	Q92793	CREB-binding protein	94.85%	95.12%
CHEMBL2056	P21728	Dopamine D1 receptor	94.31%	91.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.02%	91.49%
CHEMBL261	P00915	Carbonic anhydrase I	92.86%	96.76%
CHEMBL2581	P07339	Cathepsin D	92.62%	98.95%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	92.27%	82.67%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	91.88%	96.86%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	91.87%	95.78%
CHEMBL217	P14416	Dopamine D2 receptor	89.73%	95.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.38%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.34%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.02%	95.89%
CHEMBL4208	P20618	Proteasome component C5	87.25%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.11%	89.62%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.06%	82.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.90%	91.11%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.82%	95.53%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.55%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.94%	89.50%
CHEMBL2535	P11166	Glucose transporter	85.82%	98.75%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	85.56%	90.95%
CHEMBL4040	P28482	MAP kinase ERK2	84.71%	83.82%
CHEMBL3438	Q05513	Protein kinase C zeta	84.67%	88.48%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.71%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.59%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.41%	93.99%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.27%	97.31%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.94%	85.83%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.54%	97.14%

Plants that contains it

• Fissistigma oldhamii
• Stephania bancroftii
• Stephania venosa

Cross-Links

• PubChem: 159999
• LOTUS: LTS0130605
• wikiData: Q72461686