|
|
|
|
Year of first isolation: |
1986 |
| Formula: | C29H44O7 |
| Molecular weight: | 504 |
| Occurence in plants: |
Laurencia pinnata [Rhodomelaceae] »  ![Wikipedia: Laurencia pinnata [Rhodomelaceae]](/images/wikipedia.png)
|
| Occurence in animals: |
|
|
|
| |
| Canonical SMILES | CC(C)CCC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4=CC(C(CC34C)OC(=O)C)O)C)O)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2(C(=C[C@@H]([C@H]1OC(=O)C)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)C)O)O)O)C)C » 
| | IUPAC Name | [(2S,3S,9R,10R,13R,14S,17S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-3,14-dihydroxy-10,13-dimethyl-6-oxo-2,3,9,11,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-2-yl] acetate | | CAS-RN | | | PubChem CID | 162874157 | InChiKey
[ ChemIDPlus: search ] | DSUCAAVPQVDURP-FFVARVJKSA-N | | InChI | InChI=1S/C29H44O7/c1-16(2)7-8-25(33)28(6,34)24-10-12-29(35)19-13-21(31)20-14-22(32)23(36-17(3)30)15-26(20,4)18(19)9-11-27(24,29)5/h13-14,16,18,22-25,32-35H,7-12,15H2,1-6H3/t18-,22-,23-,24-,25+,26+,27+,28+,29+/m0/s1 |
| |
| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | | | FD-MS m/z | 504 (M)+, 486, 403, 359 | | HR-MS | |
|
|
| C5D5N | | 01 | | | 02 | | | 03 | | | 04 | | | 05 | | | 06 | | | 07 | | | 08 | | | 09 | | | 10 | | | 11 | | | 12 | | | 13 | | | 14 | | | 15 | | | 16 | | | 17 | | | 18 | | | 19 | | | 20 | | | 21 | | | 22 | | | 23 | | | 24 | | | 25 | | | 26 | | | 27 | | | 28 | | | 29 | |
|
| C5D5N | | 01-Ha | | | 01-Hb | | | 02-Ha | 5.26 (ddd, 10, 7, 3.5) | | 03-Ha | 4.68 (dd, 7, 2.5) | | 04-H | 6.86 (d, 2.5) | | 07-H | 6.49 (d, 2.5) | | 09-Ha | 3.45 (ddd, 12, 7, 2.5) | | 11-Ha | | | 11-He | | | 12-Ha | 2.26 (dt, 13, 5) | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | 2.70 (t, 9.3) | | 18-Me | 1.25 (s ) | | 19-Me | 1.30 (s ) | | 21-Me | 1.52 (s ) | | 22-Ha | 3.75 (d, 10) | | 23-Ha | | | 24-Ha | | | 24-Hb | | | 25-H | | | 26-Me | 0.86 (d, 6.5) | | 27-Me | 0.88 (d, 6.5) | | O-Ac | 2.01 (s) |
|
| |
| M.P. | 144-145 °C | | [α]D20 | + 65° (c 0.23 ; MeOH) | | IR (KBr) ν max (cm-1) | 3490, 1730, 1675, 1635, 1260 | | UV (EtOH) λ max (log ε) | 253 (3.93) |
| |
| HPTLC | | | TLC | preparative silica gel (Merck, 70-230 mesh), fractions eluting with EtOAc, EtOAc-MeOH (9:1) | | GLC | | | HPLC | preparative on ?Porasil (CH2Cl2-CHCl3-MeOH 20:20:1) |
| |
| |
| |
Permanent link to this datasheet: 22-EPI-14-HYDROXYPINNASTEROL 2-ACETATE
|
|
