Sinococuline

Details

• Internal ID: 00dbfcfe-9dfe-4816-865a-ffbf0e5ee547
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: (1S,9S,12S,13S)-4,11-dimethoxy-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,10-tetraene-3,12,13-triol
• SMILES (Canonical): COC1=C(C2=C(CC3C4=C(C(C(CC42CCN3)O)O)OC)C=C1)O
• SMILES (Isomeric): COC1=C(C2=C(C[C@H]3C4=C([C@H]([C@H](C[C@]42CCN3)O)O)OC)C=C1)O
• InChI: InChI=1S/C18H23NO5/c1-23-12-4-3-9-7-10-14-17(24-2)15(21)11(20)8-18(14,5-6-19-10)13(9)16(12)22/h3-4,10-11,15,19-22H,5-8H2,1-2H3/t10-,11-,15-,18-/m0/s1
• InChI Key: MFKPWBJXKCSPGK-KNORBDTNSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₃NO₅
• Molecular Weight: 333.40 g/mol
• Exact Mass: 333.15762283 g/mol
• Topological Polar Surface Area (TPSA): 91.20 Ų
• XlogP: -0.10

Synonyms

• 109351-36-2
• CHEMBL524026
• (6beta,7beta,9alpha,13alpha)-8,14-Didehydro-3,8-dimethoxymorphinan-4,6,7-triol
• J5624PB437
• (1S,9S,12S,13S)-4,11-dimethoxy-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,10-tetraene-3,12,13-triol
• ALKALOID FK1000
• SCHEMBL166476
• UNII-J5624PB437
• DTXSID00911127
• BDBM50260779
• AKOS040763319
• FK-1000
• F92832
• Q15427859
• Morphinan-4,6,7-triol, 8,14-didehydro-3,8-dimethoxy-, (6beta,7beta,9alpha,13alpha)-
• (1S,9S,12S,13S)-4,11-DIMETHOXY-17-AZATETRACYCLO(7.5.3.0^(1,10).0^(2,7))HEPTADECA-2(7),3,5,10-TETRAENE-3,12,13-TRIOL
• (6.BETA.,7.BETA.,9.ALPHA.,13.ALPHA.)-8,14-DIDEHYDRO-3,8-DIMETHOXYMORPHINAN-4,6,7-TRIOL
• MORPHINAN-4,6,7-TRIOL, 8,14-DIDEHYDRO-3,8-DIMETHOXY-, (6.BETA.,7.BETA.,9.ALPHA.,13.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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.21%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	95.72%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.21%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.78%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.15%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.21%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.13%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	91.05%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.02%	94.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.26%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.63%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.29%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.88%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.78%	92.94%
CHEMBL2535	P11166	Glucose transporter	80.04%	98.75%

Plants that contains it

• Cocculus orbiculatus
• Stephania cephalantha
• Stephania excentrica
• Stephania sutchuenensis

Cross-Links

• PubChem: 5489400
• LOTUS: LTS0125888
• wikiData: Q15427859