[(1R,10S,12R,13E,14R,16S,17S,18R)-13-ethylidene-14-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate
PubChem CID: 124389564
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| Compound Synonyms | Raucaffricine, 31282-07-2, DTXSID901117081, AKOS040762269, (17R,19E,21I+/-)-17-(Acetyloxy)-1,2,19,20-tetradehydro-1-demethylajmalan-21-yl I(2)-D-glucopyranoside |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 141.0 |
| Hydrogen Bond Donor Count | 4.0 |
| Pfizer 3 75 Rule | True |
| Scaffold Graph Level | CC1C2CC3C(C1CC1CCCCC1)C1CC4(CC21)C1CCCCC1CC34 |
| Np Classifier Class | Corynanthe type |
| Deep Smiles | OC[C@H]O[C@@H]O[C@@H]/C=C/C))/[C@@H]C[C@@H]N6[C@@H][C@H]6[C@H][C@@]C5)C7=Ncc5cccc6)))))))))OC=O)C)))))))))))))[C@@H][C@H][C@@H]6O))O))O |
| Heavy Atom Count | 37.0 |
| Classyfire Class | Ajmaline-sarpagine alkaloids |
| Scaffold Graph Node Level | CC1C2CC3C4NC5CCCCC5C45CC2C(C5)N3C1OC1CCCCO1 |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 1030.0 |
| Database Name | imppat_phytochem;pubchem |
| Defined Atom Stereocenter Count | 12.0 |
| Iupac Name | [(1R,10S,12R,13E,14R,16S,17S,18R)-13-ethylidene-14-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate |
| Veber Rule | False |
| Classyfire Superclass | Alkaloids and derivatives |
| Xlogp | -0.2 |
| Gsk 4 400 Rule | False |
| Molecular Formula | C27H32N2O8 |
| Scaffold Graph Node Bond Level | C=C1C2CC3C4=Nc5ccccc5C45CC2C(C5)N3C1OC1CCCCO1 |
| Inchi Key | OSJPGOJPRNTSHP-RACSMSOZSA-N |
| Silicos It Class | Soluble |
| Rotatable Bond Count | 5.0 |
| Synonyms | raucaffricine |
| Esol Class | Soluble |
| Functional Groups | C/C=C(C)[C@@H](O[C@@H](C)OC)N(C)C, CC(=O)OC, CO, cN=C(C)C |
| Compound Name | [(1R,10S,12R,13E,14R,16S,17S,18R)-13-ethylidene-14-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate |
| Exact Mass | 512.216 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 512.216 |
| Hydrogen Bond Acceptor Count | 10.0 |
| Molecular Weight | 512.6 |
| Gi Absorption | False |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 12.0 |
| Total Bond Stereocenter Count | 1.0 |
| Lipinski Rule Of 5 | True |
| Inchi | InChI=1S/C27H32N2O8/c1-3-12-13-8-16-23-27(14-6-4-5-7-15(14)28-23)9-17(19(13)24(27)35-11(2)31)29(16)25(12)37-26-22(34)21(33)20(32)18(10-30)36-26/h3-7,13,16-22,24-26,30,32-34H,8-10H2,1-2H3/b12-3+/t13-,16-,17-,18+,19-,20+,21-,22+,24+,25+,26-,27+/m0/s1 |
| Smiles | C/C=C/1\[C@@H]2C[C@H]3C4=NC5=CC=CC=C5[C@]46C[C@@H]([C@H]2[C@H]6OC(=O)C)N3[C@@H]1O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O |
| Np Classifier Biosynthetic Pathway | Alkaloids |
| Defined Bond Stereocenter Count | 1.0 |
| Egan Rule | False |
| Np Classifier Superclass | Tryptophan alkaloids |
- 1. Outgoing r'ship
FOUND_INto/from Rauvolfia Serpentina (Plant) Rel Props:Reference:https://doi.org/10.1186/s12906-015-0683-7