|
|
|
|
Year of first isolation: |
1989 |
| Formula: | C39H62O13 |
| Molecular weight: | 738 |
| Occurence in plants: |
Polypodium glycyrrhiza [Polypodiaceae] »  ![Wikipedia: Polypodium glycyrrhiza [Polypodiaceae]](/images/wikipedia.png)
|
| Occurence in animals: |
|
|
|
| |
| Canonical SMILES | CC1CCC(OC1OC2C(C(C(C(O2)C)O)O)O)C(C)C3CCC4C3(CCC5C4=CC(=O)C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@H](C[C@H](C1)O[C@H]1C(C([C@@H](C(O1)CO)O)O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H]([C@H]1CC[C@@H]([C@H](O1)O[C@H]1C(C([C@H](C(O1)C)O)O)O)C)C)C)C » 
| | IUPAC Name | 10,13-dimethyl-17-[1-[5-methyl-6-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]ethyl]-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-one | | CAS-RN | 120015-16-9 | | PubChem CID | 14282754 | InChiKey
[ ChemIDPlus: search ] | DMRIOWKDQLGGAP-UHFFFAOYSA-N | | InChI | InChI=1S/C39H62O13/c1-17-6-9-27(50-35(17)52-36-33(46)31(44)29(42)19(3)48-36)18(2)22-7-8-23-21-15-26(41)25-14-20(10-12-39(25,5)24(21)11-13-38(22,23)4)49-37-34(47)32(45)30(43)28(16-40)51-37/h15,17-20,22-25,27-37,40,42-47H,6-14,16H2,1-5H3 |
| |
| FAB-MS (DTE/DTT) m/z | 761 [M+Na]+ | | FAB-MS (LiI/3-NBA) m/z | 745 [M+Li]+HR-FABMS, found 745.4320, calc for C39H62O13Li, 745.4359 | | EI-MS m/z (relative intensity %) | [M]+ 738 (missing), 574 [M-162]+ (26), 430 [aglycone]+ (11), 413 [aglycone-OH]+ (49), 395 (94), 97 (100). | | HR-FAB-MS | 745.4320, for C39H62O13Li calcul. 745.4359 |
|
|
| C5D5N | | 01 | 38.28 (t ) | | 02 | 29.32 (t ) | | 03 | 76.89 (d ) | | 04 | 27.30 (t ) | | 05 | 53.18 (d ) | | 06 | 198.72 (s ) | | 07 | 123.19 (s ) | | 08 | 162.99 (s ) | | 09 | 49.92 (d ) | | 10 | 36.79 (s ) | | 11 | 21.88 (t ) | | 12 | 38.83 (s ) | | 13 | 44.68 (s ) | | 14 | 55.03 (d ) | | 15 | 22.85 (t ) | | 16 | 26.95 (t ) | | 17 | 52.85 (d ) | | 18 | 12.12 (q ) | | 19 | 13.02 (q ) | | 20 | 40.35 (d ) | | 21 | 13.84 (q ) | | 22 | 78.10 (d ) | | 23 | 23.99 (t ) | | 24 | 31.47 (t ) | | 25 | 36.40 (d ) | | 26 | 107.25 (d ) | | 27 | 16.65 (q ) | | s-1' | 102.19 | | s-2' | 75.24 | | s-3' | 78.44 | | s-4' | 71.69 | | s-5' | 78.35 | | s-6' | 62.88 | | s1" | 101.87 | | s2" | 72.70 | | s3" | 72.04 | | s4" | 73.87 | | s5" | 70.36 | | s6" | 18.37 |
|
| C5D5N | | 01-Ha | | | 01-Hb | | | 02-Ha | | | 03-He | | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | 5.85 (br, s) | | 09-Ha | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 14-H | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 0.49 (s ) | | 19-Me | 0.74 (s ) | | 21-Me | 1.02 (d, 6) | | 22-H | 3.46 (m ) | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 25-H | | | 26-H | 4.47 (d, 8) | | 27-Me | 0.91 (d, 6) | | H-1" | 5.64 (1H, br s) | | H-1' | 5.05 (1H, d, J=6) | | H-6" | 1.68 (2H, d, J=6) |
|
| |
| M.P. | 207-209 °C | | [α]D20 | -27 ° (c 0.1; MeOH) | | IR (KBr) ν max (cm-1) | 3420 (OH), 1666, 1382, 1225, 1142, 1094, 1031, 984 | | UV (EtOH) λ max (log ε) | 244 (4.08) |
| |
| HPTLC | | | TLC | | | GLC | | | HPLC | | | LC | Silicagel (100g) 230-400 mesh, eluted with CHCl3-MeOH-H2O (13:7:2, lower layer) |
| |
| |
| |
Permanent link to this datasheet: POLYPODOSIDE B
|
|
