Macrophyllicin
PubChem CID: 44150651
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| Compound Synonyms | Macrophyllicin, 149474-93-1, 3-O-(alpha-L-Rhamnopyranosyl(1-2)-beta-D-glucopyranosyl-(1-2)-beta-D-galactopyranosyl-(1-2)-beta-D-glucuronopyranosyl)-6beta,16alpha,28-trihydroxyolean-12-ene, beta-D-Glucopyranosiduronic acid, (3beta,6beta,16alpha)-6,16,28-trihydroxyolean-12-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-beta-D-glucopyranosyl-(1-2)-O-beta-D-galactopyranosyl-(1-2)-, 3-O-(alpha-L-rhamnopyranosyl(1-2)-beta-D-glucopyranosyl-(1-2)-beta-D-galactopyranosyl-(1-2)-beta-D-glucuronopyranosyl)-6 beta,16 alpha,28-trihydroxyolean-12-ene |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 394.0 |
| Hydrogen Bond Donor Count | 15.0 |
| Pfizer 3 75 Rule | True |
| Scaffold Graph Level | CC(CC1CCC2C(CCC3C2CCC2C4CCCCC4CCC23)C1)C1CC(CC2CCCCC2)C(CC2CCCCC2)C(CC2CCCCC2)C1 |
| Np Classifier Class | Oleanane triterpenoids |
| Deep Smiles | OC[C@H]O[C@H]O[C@H]O[C@H]C=O)OCCC[C@]CC6C)C))[C@@H]O)C[C@@]C6CC=C[C@@]6C)C[C@@H][C@@][C@@H]6CCC)C)CC6)))))CO)))O))))))))C)))))C)))))))[C@H][C@@H][C@H]6O[C@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O)))))))O[C@@H]O[C@@H]C)[C@@H][C@H][C@H]6O))O))O)))))))O))))))[C@@H][C@H][C@H]6O))O))O |
| Heavy Atom Count | 78.0 |
| Classyfire Class | Prenol lipids |
| Scaffold Graph Node Level | OC(OC1CCC2C(CCC3C2CCC2C4CCCCC4CCC23)C1)C1CC(OC2CCCCO2)C(OC2CCCCO2)C(OC2CCCCO2)O1 |
| Classyfire Subclass | Triterpenoids |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 2170.0 |
| Database Name | imppat_phytochem;pubchem |
| Defined Atom Stereocenter Count | 27.0 |
| Iupac Name | [(5S,6aR,6bS,8S,8aS,12aR,14bR)-5,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] (2S,3S,4S,5R,6R)-3-hydroxy-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylate |
| Veber Rule | False |
| Classyfire Superclass | Lipids and lipid-like molecules |
| Xlogp | -0.2 |
| Gsk 4 400 Rule | False |
| Molecular Formula | C54H88O24 |
| Scaffold Graph Node Bond Level | O=C(OC1CCC2C(CCC3C4CCC5CCCCC5C4=CCC23)C1)C1CC(OC2CCCCO2)C(OC2CCCCO2)C(OC2CCCCO2)O1 |
| Inchi Key | CDYAORBMMPRWHL-XOJINRSKSA-N |
| Rotatable Bond Count | 12.0 |
| Synonyms | macrophyllicin |
| Functional Groups | CC=C(C)C, CO, COC(C)=O, CO[C@@H](C)OC, CO[C@@H](C)O[C@H](C)OC, CO[C@H](C)OC |
| Compound Name | Macrophyllicin |
| Exact Mass | 1120.57 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 1120.57 |
| Hydrogen Bond Acceptor Count | 24.0 |
| Molecular Weight | 1121.3 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 30.0 |
| Total Bond Stereocenter Count | 0.0 |
| Lipinski Rule Of 5 | False |
| Inchi | InChI=1S/C54H88O24/c1-21-30(60)33(63)36(66)45(71-21)75-40-39(69)41(76-48(78-47-38(68)35(65)32(62)26(19-56)73-47)42(40)77-46-37(67)34(64)31(61)25(18-55)72-46)44(70)74-29-11-12-51(6)27-10-9-22-23-15-49(2,3)13-14-54(23,20-57)28(59)17-52(22,7)53(27,8)16-24(58)43(51)50(29,4)5/h9,21,23-43,45-48,55-69H,10-20H2,1-8H3/t21-,23+,24-,25+,26+,27?,28-,29?,30-,31+,32-,33+,34-,35-,36+,37+,38+,39-,40-,41-,42+,43?,45-,46+,47+,48+,51+,52+,53+,54+/m0/s1 |
| Smiles | C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@H](O[C@@H]([C@@H]2O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O[C@@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)C(=O)OC5CC[C@@]6(C7CC=C8[C@H]9CC(CC[C@@]9([C@H](C[C@]8([C@@]7(C[C@@H](C6C5(C)C)O)C)C)O)CO)(C)C)C)O)O)O)O |
| Np Classifier Biosynthetic Pathway | Terpenoids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | False |
| Np Classifier Superclass | Triterpenoids |
- 1. Outgoing r'ship
FOUND_INto/from Primula Macrophylla (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/7763557