methyl (1S,4aR,6S,7R,7aR)-4a,7-dihydroxy-6-[(E)-3-phenylprop-2-enoyl]oxy-1-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-5,6,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
PubChem CID: 101687921
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| Ghose Rule | False |
|---|---|
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 226.0 |
| Hydrogen Bond Donor Count | 2.0 |
| Pfizer 3 75 Rule | True |
| Scaffold Graph Level | CC(CCC1CCCCC1)CC1CC2CCCC(CC3CCCCC3)C2C1 |
| Np Classifier Class | Iridoids monoterpenoids |
| Deep Smiles | COC=O)C=CO[C@H][C@H][C@]6O)C[C@@H][C@@H]5O))OC=O)/C=C/cccccc6))))))))))))))O[C@@H]O[C@H]COC=O)C))))[C@H][C@@H][C@H]6OC=O)C))))OC=O)C))))OC=O)C |
| Heavy Atom Count | 50.0 |
| Classyfire Class | Carboxylic acids and derivatives |
| Scaffold Graph Node Level | OC(CCC1CCCCC1)OC1CC2CCOC(OC3CCCCO3)C2C1 |
| Classyfire Subclass | Hexacarboxylic acids and derivatives |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 1350.0 |
| Database Name | imppat_phytochem;pubchem |
| Defined Atom Stereocenter Count | 10.0 |
| Iupac Name | methyl (1S,4aR,6S,7R,7aR)-4a,7-dihydroxy-6-[(E)-3-phenylprop-2-enoyl]oxy-1-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-5,6,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate |
| Veber Rule | False |
| Classyfire Superclass | Organic acids and derivatives |
| Xlogp | 1.1 |
| Gsk 4 400 Rule | False |
| Molecular Formula | C33H38O17 |
| Scaffold Graph Node Bond Level | O=C(C=Cc1ccccc1)OC1CC2C=COC(OC3CCCCO3)C2C1 |
| Inchi Key | XSBMGROUCKTKKX-AEJZDCEZSA-N |
| Silicos It Class | Soluble |
| Rotatable Bond Count | 17.0 |
| Synonyms | durantoside iv tetraacetate |
| Esol Class | Soluble |
| Functional Groups | CC(=O)OC, CO, COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1, COC(C)=O, c/C=C/C(=O)OC |
| Compound Name | methyl (1S,4aR,6S,7R,7aR)-4a,7-dihydroxy-6-[(E)-3-phenylprop-2-enoyl]oxy-1-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-5,6,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate |
| Exact Mass | 706.211 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 706.211 |
| Hydrogen Bond Acceptor Count | 17.0 |
| Molecular Weight | 706.6 |
| Gi Absorption | False |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 10.0 |
| Total Bond Stereocenter Count | 1.0 |
| Lipinski Rule Of 5 | False |
| Inchi | InChI=1S/C33H38O17/c1-16(34)43-15-23-27(45-17(2)35)28(46-18(3)36)29(47-19(4)37)32(49-23)50-31-25-26(39)22(13-33(25,41)21(14-44-31)30(40)42-5)48-24(38)12-11-20-9-7-6-8-10-20/h6-12,14,22-23,25-29,31-32,39,41H,13,15H2,1-5H3/b12-11+/t22-,23+,25-,26-,27+,28-,29+,31-,32-,33-/m0/s1 |
| Smiles | CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]3[C@H]([C@H](C[C@@]3(C(=CO2)C(=O)OC)O)OC(=O)/C=C/C4=CC=CC=C4)O)OC(=O)C)OC(=O)C)OC(=O)C |
| Np Classifier Biosynthetic Pathway | Terpenoids |
| Defined Bond Stereocenter Count | 1.0 |
| Egan Rule | False |
| Np Classifier Superclass | Monoterpenoids |
- 1. Outgoing r'ship
FOUND_INto/from Duranta Erecta (Plant) Rel Props:Reference:ISBN:9788185042084