|
|
|
|
Year of first isolation: |
1968 |
| Formula: | C29H44O7 |
| Molecular weight: | 504 |
| Occurence in plants: |
Cyathula capitata [Amaranthaceae] »  ![Wikipedia: Cyathula capitata [Amaranthaceae]](/images/wikipedia.png)
|
| Occurence in animals: |
|
|
|
| |
| Canonical SMILES | CCC1CC(OC(=O)C1C)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)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]2C(C)([C@H]1CC(C(C(=O)O1)C)CC)C)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@H](CC)[C@@H](C(=O)O1)C)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@H](CC)[C@H](C(=O)O1)C)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@@H](CC)[C@H](C(=O)O1)C)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@@H](CC)[C@@H](C(=O)O1)C)O)O)C)C »
| | IUPAC Name | (6R)-4-ethyl-6-[(1R)-1-hydroxy-1-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-3-methyloxan-2-one | | CAS-RN | 20835-65-8 | | PubChem CID | 70697320 | InChiKey
[ ChemIDPlus: search ] | GGAHWMQNGYKGTF-KPFQKXPQSA-N | | InChI | InChI=1S/C29H44O7/c1-6-16-11-24(36-25(33)15(16)2)28(5,34)23-8-10-29(35)18-12-20(30)19-13-21(31)22(32)14-26(19,3)17(18)7-9-27(23,29)4/h12,15-17,19,21-24,31-32,34-35H,6-11,13-14H2,1-5H3/t15?,16?,17-,19-,21+,22-,23-,24+,26+,27+,28+,29+/m0/s1 |
| |
| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | 504 (M)+, 363, 345, 327, 141 (C22-C29) | | 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 | 5.06 (ddd ) | | 03-He | 5.34 (ddd ) | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | 6.23 | | 09-Ha | 3.12 (ddd ) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 1.13 | | 19-Me | 1.07 | | 21-Me | 1.47 | | 22-H | 4.20 (dd ) | | 23-Ha | | | 23-Hb | | | 24-H | | | 25-H | | | 26-Me | -- | | 27-Me | 1.31 (d ) | | 29-Me | 0.72 (t ) |
| CDCl3 (2,3 diOAc) | | 01-Ha | | | 01-Hb | | | 02-Ha | | | 03-He | | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | 5.89 (d ) | | 09-Ha | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 0.87 (s ) | | 19-Me | 1.03 (s ) | | 21-Me | 1.22 (s ) | | 22-H | | | 23-Ha | | | 23-Hb | | | 24-H | | | 25-H | | | 26-Me | -- | | 27-Me | 1.32 (d ) | | 29-Me | 0.94 (t ) |
|
| |
| M.P. | 234-235 °C | | [α]D20 | | | IR (KBr) ν max (cm-1) | 1644 (CO), 1730 (six membered lactone) | | UV (EtOH) λ max (log ε) | 242 (?) |
| |
| |
Musca assay: 100% (20-hydroxyecdysone = 100%) | Sarcophaga assay: 120% (20-hydroxyecdysone = 100%) |
| |
| |
Permanent link to this datasheet: CAPITASTERONE
|
|
