(S)-Scoulerine
PubChem CID: 439654
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| Compound Synonyms | (S)-Scoulerine, Scoulerin, Scoulerine, 6451-73-6, (-)-Scoulerine, Aequaline, (-)-Scoulerin, (13aS)-3,10-dimethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline-2,9-diol, (13aS)-3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol, MLS002153900, CHEBI:17129, SMR001233249, (13aS)-5,8,13,13a-tetrahydro-3,10-dimethoxy-6H-dibenzo[a,g]quinolizine-2,9-diol, S-SCOULERINE, 3,10-Dimethoxy-13a-alpha-berbine-2,9-diol, SR-01000841247, Skoulerine, SLX, Prestwick3_000601, BSPBio_000502, SCHEMBL679505, BPBio1_000554, cid_439654, CHEMBL1235966, BDBM83974, (S)-(-)-Scoulerine, (S)-Scoulerine, Scoulerin, Scoulerine, (-)-, l-Scoulerine, HMS2096J04, HMS2235B07, HY-N1255, AKOS040760698, FS27806, (13aS)-5,8,13,13a-tTtrahydro-3,10-dimethoxy-6H-dibenzo[a,g]quinolizine-2,9-diol, MS-24890, 3,10-Dimethoxy-13a?-berbine-2,9-diol, AB00513867, CS-0016658, NS00093934, C02106, Q7438285, SR-01000841247-3, SR-01000841247-4, BRD-K62609077-001-02-2, (13aS)-3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolin[2,1-b]isoquinoline-2,9-diol, (13aS)-3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[3,2-a]isoquinoline-2,9-diol, (13as)-5, 8,13,13a-tetrahydro-3,10-dimethoxy-6H-dibenzo[a,g]quinolizine-2,9-diol, (S)-3,10-dimethoxy-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinoline-2,9-diol, 5,8,13,13a-Tetrahydro-3,10-dimethoxy-6H-dibenzo[a,g]quinolizine-2,9-diol, (+/-)-3,10-Dimethoxy-berbine-2,9-diol, (RS)-scoulerine |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 62.2 |
| Hydrogen Bond Donor Count | 2.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | C1CCC2CC3C(CCC4CCCCC43)CC2C1 |
| Np Classifier Class | Isoquinoline alkaloids, Protoberberine alkaloids |
| Deep Smiles | COcccCCN[C@H]c6cc%10O))))CccC6)cO)ccc6))OC |
| Heavy Atom Count | 24.0 |
| Classyfire Class | Protoberberine alkaloids and derivatives |
| Description | (s)-scoulerine, also known as discretamine or aequaline, belongs to protoberberine alkaloids and derivatives class of compounds. Those are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton (s)-scoulerine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (s)-scoulerine can be found in a number of food items such as rice, lemon grass, chinese bayberry, and sea-buckthornberry, which makes (s)-scoulerine a potential biomarker for the consumption of these food products. |
| Scaffold Graph Node Level | C1CCC2CN3CCC4CCCCC4C3CC2C1 |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 447.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 1.0 |
| Uniprot Id | Q9Y468, Q16236, Q96KQ7, Q96QE3, O14727, P39748, Q9UNA4, Q9Y253, O75874, O75496, Q8IUX4, Q9HC16, Q99700, P43220, P21728, P14416, P28223, P08908, Q9NUW8, O94782, O95551, n.a. |
| Iupac Name | (13aS)-3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol |
| Prediction Hob | 1.0 |
| Veber Rule | True |
| Classyfire Superclass | Alkaloids and derivatives |
| Target Id | NPT864, NPT4674, NPT242, NPT243 |
| Xlogp | 2.6 |
| Gsk 4 400 Rule | True |
| Molecular Formula | C19H21NO4 |
| Scaffold Graph Node Bond Level | c1ccc2c(c1)CC1c3ccccc3CCN1C2 |
| Prediction Swissadme | 1.0 |
| Inchi Key | KNWVMRVOBAFFMH-HNNXBMFYSA-N |
| Silicos It Class | Moderately soluble |
| Fcsp3 | 0.3684210526315789 |
| Logs | -1.816 |
| Rotatable Bond Count | 2.0 |
| Logd | 2.511 |
| Synonyms | (-)-scoulerine, (-)scoulerine, (s)-scoulerine, aequaline, scoulerine |
| Esol Class | Soluble |
| Functional Groups | CN(C)C, cO, cOC |
| Compound Name | (S)-Scoulerine |
| Prediction Hob Swissadme | 1.0 |
| Exact Mass | 327.147 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 327.147 |
| Hydrogen Bond Acceptor Count | 5.0 |
| Molecular Weight | 327.4 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 1.0 |
| Total Bond Stereocenter Count | 0.0 |
| Lipinski Rule Of 5 | True |
| Esol | -3.739456 |
| Inchi | InChI=1S/C19H21NO4/c1-23-17-4-3-11-7-15-13-9-16(21)18(24-2)8-12(13)5-6-20(15)10-14(11)19(17)22/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3/t15-/m0/s1 |
| Smiles | COC1=C(C2=C(C[C@H]3C4=CC(=C(C=C4CCN3C2)OC)O)C=C1)O |
| Nring | 4.0 |
| Np Classifier Biosynthetic Pathway | Alkaloids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Np Classifier Superclass | Tyrosine alkaloids |
- 1. Outgoing r'ship
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FOUND_INto/from Annona Reticulata (Plant) Rel Props:Reference:ISBN:9788185042145 - 3. Outgoing r'ship
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FOUND_INto/from Corydalis Cornuta (Plant) Rel Props:Reference:ISBN:9788172362133; ISBN:9788185042145 - 8. Outgoing r'ship
FOUND_INto/from Corydalis Scouleri (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 9. Outgoing r'ship
FOUND_INto/from Corydalis Stricta (Plant) Rel Props:Reference:ISBN:9788185042138 - 10. Outgoing r'ship
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FOUND_INto/from Fumaria Vaillantii (Plant) Rel Props:Reference:ISBN:9788172363130; ISBN:9788185042114 - 17. Outgoing r'ship
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