|
|
|
|
Year of first isolation: |
2007 |
| Formula: | C29H46O8 |
| Molecular weight: | 522 |
| Occurence in plants: |
Ajuga nipponensis [Lamiaceae (alt. Labiatae)] »  ![Wikipedia: Ajuga nipponensis [Lamiaceae (alt. Labiatae)]](/images/wikipedia.png)
|
| Occurence in animals: |
|
|
|
| |
| Canonical SMILES | CCC1(CC(OC(C1C)O)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[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]1CC(CC)([C@@H]([C@H](O1)O)C)O)O)O)C)C » 
C1[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]1C[C@]([C@@H]([C@H](O1)O)C)(CC)O)O)O)C)C »
C1[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]1C[C@@]([C@@H]([C@H](O1)O)C)(CC)O)O)O)C)C »
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(1R)-1-[(2R,4R,5S,6S)-4-ethyl-4,6-dihydroxy-5-methyloxan-2-yl]-1-hydroxyethyl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 102402815 | InChiKey
[ ChemIDPlus: search ] | AKXMZHOEQJMPAT-VLEQWJEQSA-N | | InChI | InChI=1S/C29H46O8/c1-6-28(35)14-23(37-24(33)15(28)2)27(5,34)22-8-10-29(36)17-11-19(30)18-12-20(31)21(32)13-25(18,3)16(17)7-9-26(22,29)4/h11,15-16,18,20-24,31-36H,6-10,12-14H2,1-5H3/t15-,16+,18+,20-,21+,22+,23-,24+,25-,26-,27-,28-,29-/m1/s1 |
| |
| HR-MS | | | ES-MS m/z | 545.3 [M+23] +, 505.3 [M+1-18] +, 487.2 [M+1-2x18] +, 451.2 [M+1-3x18] +, 557.3 [M+35] | | CI-MS (NH3) m/z | |
|
|
| C5D5N | | 01 | 37.68 | | 02 | 67.93 | | 03 | 67.78 | | 04 | 32.28 | | 05 | 51.07 | | 06 | 203.69 | | 07 | 121.39 | | 08 | 166.17 | | 09 | 34.26 | | 10 | 38.51 | | 11 | 20.93 | | 12 | 31.77 | | 13 | 47.74 | | 14 | 83.96 | | 15 | 31.44 | | 16 | 21.48 | | 17 | 49.86 | | 18 | 17.80 | | 19 | 24.41 | | 20 | 75.86 (75.68) | | 21 | 22.12 (22.27) | | 22 | 76.75 | | 23 | 36.85 | | 24 | 72.64 (71.91) | | 25 | 50.64 (47.40) | | 26 | 98.89 (96.03) | | 27 | 9.54 (10.42) | | 28 | 23.78 | | 29 | 7.49 (7.96) |
|
| C5D5N | | 01-Ha | 1.96 | | 01-He | 1.72 | | 02-Ha | 4.00 (w1/2 = 21) | | 03-He | 4.08 (w1/2 = 8) | | 04-Ha | 1.89 | | 04-He | 1.64 | | 05-H | 2.78 (dd, 13.0, 3.7) | | 07-H | 6.06 (d, 2.4) | | 09-H | 3.38 | | 11-Ha | 1.77 | | 11-He | 1.66 | | 12-Ha | 2.42 | | 12-He | 1.87 | | 15-Ha | 2.05 (dd, 13.0, 7.3) | | 15-Hb | 1.78 | | 16-Ha | 2.26 (q, 10.2) | | 16-Hb | 1.95 | | 17-H | 2.81 (t, 9.3) | | 18-Me | 1.07 (s) | | 19-Me | 1.04 (s) | | 21-Me | 1.48 (s) | | 22-H | 3.54 (dd, 12.2, 1.0) | | 23-Ha | 2.31 (d, 12.9) | | 23-Hb | 1.55 (dd, 12.9, 12.2) | | 25-H | 2.01 | | 26-H | 4.88 (d, 8.8) | | 27-Me | 1.33 (d, 7.1) [1.31 (d, 7.1)] | | 28-Ha | 1.73 | | 28-Hb | 1.61 | | 29-Me | 1.06 (t, 7.8) [1.10] |
|
| |
| M.P. | - °C ; | | [α]D20 | +- ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | 3414, 2879, 1651, 1547, 1462, 1444, 1036, 878 | | UV (EtOH) λ max (log ε) | () ; |
| |
| |
| |
| |
Permanent link to this datasheet: AJUGACETALSTERONE A
|
|
