Aricine

Details

• Internal ID: 7b8d897e-d281-4085-b500-5891111dffd9
• Taxonomy: Alkaloids and derivatives > Yohimbine alkaloids
• IUPAC Name: methyl (1S,15S,16S,20S)-7-methoxy-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4(9),5,7,18-pentaene-19-carboxylate
• SMILES (Canonical): CC1C2CN3CCC4=C(C3CC2C(=CO1)C(=O)OC)NC5=C4C=C(C=C5)OC
• SMILES (Isomeric): C[C@H]1[C@@H]2CN3CCC4=C([C@@H]3C[C@@H]2C(=CO1)C(=O)OC)NC5=C4C=C(C=C5)OC
• InChI: InChI=1S/C22H26N2O4/c1-12-17-10-24-7-6-14-16-8-13(26-2)4-5-19(16)23-21(14)20(24)9-15(17)18(11-28-12)22(25)27-3/h4-5,8,11-12,15,17,20,23H,6-7,9-10H2,1-3H3/t12-,15-,17-,20-/m0/s1
• InChI Key: DTDADHMBRZKXSC-GKASHWOUSA-N
• Popularity: 82 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆N₂O₄
• Molecular Weight: 382.50 g/mol
• Exact Mass: 382.18925731 g/mol
• Topological Polar Surface Area (TPSA): 63.80 Ų
• XlogP: 2.70

Synonyms

• Heterophylline
• 482-91-7
• Heterophylline (Rauwolfia)
• NSC72136
• CHEBI:2821
• NSC-72136
• methyl (1S,15S,16S,20S)-7-methoxy-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4(9),5,7,18-pentaene-19-carboxylate
• AC1L5K58
• ARICINE [MI]
• CHEMBL525626
• SCHEMBL17089219
• BDBM50480269
• AKOS032948537
• FS-9922
• C09037
• Q27105835
• (19.ALPHA.,20.ALPHA.)-16,17-DIDEHYDRO-10-METHOXY-19-METHYLOXAYOHIMBAN-16-CARBOXYLIC ACID METHYL ESTER
• Oxayohimban-16-carboxylic acid, 16, 17-didehydro-10-methoxy-19-methyl-, methyl ester, (19.alpha., 20.alpha.)-
• Oxayohimban-16-carboxylic acid,17-didehydro-10-methoxy-19-methyl-, methyl ester, (19.alpha.,20.alpha.)-

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.76%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.55%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.77%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.75%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.31%	92.94%
CHEMBL2535	P11166	Glucose transporter	90.80%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.00%	97.09%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	88.86%	91.65%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.57%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.39%	90.00%
CHEMBL5747	Q92793	CREB-binding protein	87.94%	95.12%
CHEMBL1951	P21397	Monoamine oxidase A	87.79%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.69%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.82%	93.99%
CHEMBL340	P08684	Cytochrome P450 3A4	83.82%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.05%	94.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	82.37%	90.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.08%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.72%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.26%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.19%	95.89%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.15%	96.00%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.08%	92.67%

Plants that contains it

• Artocarpus altilis
• Artocarpus heterophyllus
• Artocarpus integer
• Aspidosperma excelsum
• Rauvolfia cubana
• Rauvolfia mannii
• Rauvolfia tetraphylla
• Rauvolfia volkensii

Cross-Links

• PubChem: 251575
• LOTUS: LTS0014019
• wikiData: Q27105835