|
|
|
|
Year of first isolation: |
2011 |
| Formula: | C33H54O13 |
| Molecular weight: | 658 |
| Occurence in plants: |
Polypodium vulgare [Polypodiaceae] »  ![Wikipedia: Polypodium vulgare [Polypodiaceae]](/images/wikipedia.png)
|
| Occurence in animals: |
|
|
|
| |
| Canonical SMILES | | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@](C[C@H]([C@H]1O[C@H]1C(C([C@@H](C(C1)CO)O)O)O)O)(C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@@]([C@@H](CCC(C)(C)O)O)(C)O)O)C)O)C » 
| | IUPAC Name | (2S,3R,5S,9R,10R,13R,14S,17S)-3,5,14-trihydroxy-10,13-dimethyl-2-(((1R,4R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl)oxy)-17-((2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl)-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | | InChiKey
[ ChemIDPlus: search ] | XUCDRNZCANVMMA-YWNWQKCDSA-N | | InChI | InChI=1S/C34H56O12/c1-29(2,42)9-8-24(37)32(5,43)23-7-11-33(44)19-13-25(38)34(45)14-20(36)22(15-31(34,4)18(19)6-10-30(23,33)3)46-21-12-17(16-35)26(39)28(41)27(21)40/h13,17-18,20-24,26-28,35-37,39-45H,6-12,14-16H2,1-5H3/t17?,18-,20+,21+,22-,23-,24+,26+,27?,28?,30+,31+,32+,33+,34+/m0/s1 |
| |
| HRESI-MS/MS | [M+H]+ = 659.3639, calculated for C33H55O13, 659.3637, delta 0.3 ppm | | ESI-MS/MS m/z (relative intensity %) | 497 (100) [M+H-C6H10O5]+, 479 (9) [M+H-C6H10O5-H2O]+, 461 (33) [M+H-C6H10O5-2H2O]+, 443 (17) [[M+H-C6H10O5-3H2O]+, 425 (1) [M+H-C6H10O5-4H2O]+, 387 (1), 363 (1) 331 (11) |
|
|
| CD3OD | | 01 | 33.0 | | 02 | 76.4 | | 03 | 68.1 | | 04 | 35.8 | | 05 | 80.4 | | 06 | | | 07 | 120.9 | | 08 | | | 09 | 39.1 | | 10 | 45.9 | | 11 | 22.4 | | 12 | 32.7 | | 13 | 48.6 | | 14 | 85.2 | | 15 | 31.8 | | 16 | 21.6 | | 17 | 50.6 | | 18 | 18.2 | | 19 | 16.9 | | 20 | 78.0 | | 21 | 21.2 | | 22 | 78.6 | | 23 | 27.5 | | 24 | 42.5 | | 25 | 71.4 | | 26 | 29.1 | | 27 | 29.9 | | [sugar] 1' | 103.4 | | [sugar] 2' | 75.4 | | [sugar] 3' | 78.0 | | [sugar] 4' | 71.8 | | [sugar] 5' | 78.2 | | [sugar] 6' | 62.9 |
|
| CD3OD | | 01-Ha | 1.90* | | 01-He | 1.82* | | 02-Ha | 4.15 (ddd, 12.1, 4.8, 3.5) | | 03-He | 4.21 (q, 3.0) | | 04-Ha | 2.08 (dd, 14.9, 3.0) | | 04-He | 1.81 | | 05-H | - | | 07-H | 5.85 (d 2.7) | | 09-H | 3.20 | | 11-Ha | 1.72 | | 11-He | 1.92 | | 12-Ha | 2.13 (td, 13.1, 5.0) | | 12-He | 1.89 | | 15-Ha | 1.60 | | 15-Hb | 1.96 | | 16-Ha | 1.73 | | 16-Hb | 1.99 | | 17-H | 2.39 | | 18-Me | 0.90 (s) | | 19-Me | 0.93 (s) | | 20-H | - | | 21-Me | 1.197 (s) | | 22-H | 3.32 | | 23-Ha | 1.29 | | 23-Hb | 1.66 | | 24-Ha | 1.44 | | 24-Hb | 1.80 | | 26-Me | 1.19 (s) | | 27-Me | 1.202 (s) | | [sugar] H1' | 4.45 (d, 7.8) | | [sugar] H2' | 3.23 (dd, 8.8, 7.9) | | [sugar] H3' | 3.38, (t, 9.0) | | [sugar] H4' | 3.32 | | [sugar] H5' | 3.31 | | [sugar] H6' | 3.70 (dd, 11.8, 5.3) | | [sugar] H6'' | 3.89 (dd, 12.0, 1.8) |
|
| |
| M.P. | °C ; | | [α]D28 | 13 ° (c = 0.1 ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 238 (3.83) ; |
| |
| |
| |
| |
Permanent link to this datasheet: POLYPODINE B 2-β-D-GLUCOSIDE
|
|
