|
|
|
|
Year of first isolation: |
2015 |
| Formula: | C28H44O8 |
| Molecular weight: | 508 |
| Occurence in plants: |
Sida glutinosa [Malvaceae] »  ![Wikipedia: Sida glutinosa [Malvaceae]](/images/wikipedia.png)
|
| Occurence in animals: |
|
|
|
| |
| Canonical SMILES | | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | [C@@H]1([C@]2([C@@H](C[C@H]([C@H]1O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CC(=C)C(C)(C)O)O)O)O)C)C)O » 
| | IUPAC Name | (1S,2R,3R,5R,9R,10R,13R,14S,17S)-1,2,3,14-tetrahydroxy-10,13-dimethyl-17-((2R,3R)-2,3,6-trihydroxy-6-methyl-5-methyleneheptan-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 ] | XOXZUBARLRMAEA-ZCXRSSHBSA-N | | InChI | InChI=1S/C28H44O8/c1-14(24(2,3)34)11-21(31)27(6,35)20-8-10-28(36)16-12-18(29)17-13-19(30)22(32)23(33)26(17,5)15(16)7-9-25(20,28)4/h12,15,17,19-23,30-36H,1,7-11,13H2,2-6H3/t15-,17-,19+,20-,21+,22+,23+,25+,26+,27+,28+/m0/s1 |
| |
| FAB-MS m/z (relative intensity %) | 531 [M+Na]+ (4), 491 [MH - H2O]+ (33), 473 [MH - 2H2O]+ (38), 445 [MH - 3H2O]+ (67), 379 (21), 361 (21), 343 (25), 301 (25), 173 (29), 165 (29), 147 (21), 75 (100) | | HR-FAB-MS m/s | 531.2922 [M+Na]+, calculated for C28H44O8Na 531.1933; 509.2852 [M+H]+, calculated for C28H44O8 509.2862 |
|
|
| CD3OD | | 01 | 76.7 (d) | | 02 | 68.7 (d) | | 03 | 71.0 (d) | | 04 | 32.9 (t) | | 05 | 46.8 (d) | | 06 | 206.0 (s) | | 07 | 122.2 (d) | | 08 | 167.5 (d) | | 09 | 35.5 (d) | | 10 | 43.6 (s) | | 11 | 21.5 (t) | | 12 | 32.9 (t) | | 13 | 48.7 (s) | | 14 | 85.1 (s) | | 15 | 31.8 (t) | | 16 | 21.5 (t) | | 17 | 50.5 (d) | | 18 | 18.1 (q) | | 19 | 20.1 (d) | | 20 | 77.9 (s) | | 21 | 21.0 (q) | | 22 | 77.5 (d) | | 23 | 34.5 (t) | | 24 | 155.3 (s) | | 25 | 73.6 (s) | | 26 | 32.0 (q) | | 27 | 29.2 (q) | | 28 | 110.4 (t) |
|
| CD3OD | | 01-He | 3.82 (br, d, 10.2) | | 02-Ha | 3.87 (ddd, 11.5, 4.0, 3.0) | | 03-He | 3.97 (br, q, 2.5) | | 04-Ha | 1.78 (dd, 15.6, 12.9)* | | 04-He | 1.64 (dd, 11.1, 7.5)* | | 05-H | 2.60 (br, d, 13.5) | | 07-H | 5.83 (br, s) | | 09-H | 3.17 (dd) | | 11-Ha | 1.64 (dd, 11.1, 7.5) | | 11-He | | | 12-Ha | 2.10 (dd, 11.4, 11.4) | | 12-He | | | 15-Ha | 1.80 (m) | | 15-Hb | | | 16-Ha | 2.02 (m) | | 16-Hb | | | 17-H | 2.40 (dd, 9.5, 8.5) | | 18-Me | 0.91 (s) | | 19-Me | 0.98 (s) | | 21-Me | 1.25 (s) | | 22-H | 3.61 (br, d, 10.5) | | 23-Ha | 2.39 (br, d, 13.5) | | 23-Hb | 2.14 (dd, 13.5, 8.5) | | 26-Me | 1.39 (s) | | 27-Me | 1.34 (s) | | 28-CH2= | 5.15 (a) (br, s), 4.97 (b) (br, s) |
|
| |
| M.P. | 230 °C (decomp.); | | [α]D20 | ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | 3389 (OH), 1658, 1642, 1464, 1445, 1381, 1150, 1059, 874 | | UV (EtOH) λ max (log ε) | 248 (3.61) ; |
| |
| |
| |
| |
Permanent link to this datasheet: GLUTINOSTERONE
|
|
