|
|
|
|
Year of first isolation: |
2010 |
| Formula: | C30H48O6 |
| Molecular weight: | 504 |
| Occurence in plants: |
Taxus canadensis [Taxaceae] »  ![Wikipedia: Taxus canadensis [Taxaceae]](/images/wikipedia.png)
|
| Occurence in animals: |
|
|
|
| |
| Canonical SMILES | CC(C)CCC1C(OC(O1)(C)C)(C)C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)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@]1(C)[C@@H](CCC(C)C)OC(O1)(C)C)O)C)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(4R,5R)-2,2,4-trimethyl-5-(3-methylbutyl)-1,3-dioxolan-4-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 11466242 | InChiKey
[ ChemIDPlus: search ] | GZBAPTXUYWCGFX-WNKNHJGZSA-N | | InChI | InChI=1S/C30H48O6/c1-17(2)8-9-25-29(7,36-26(3,4)35-25)24-11-13-30(34)19-14-21(31)20-15-22(32)23(33)16-27(20,5)18(19)10-12-28(24,30)6/h14,17-18,20,22-25,32-34H,8-13,15-16H2,1-7H3/t18-,20-,22+,23-,24-,25+,27+,28+,29+,30+/m0/s1 |
| |
| EI-MS m/z (relative intensity %) | | | HR-MS ((+)-FAB) m/z | 505.3528 (calculated 505.3529 for C30H49O6, [M+H] +) | | CI-MS (NH3) m/z | |
|
|
| CDCl3 | | 01 | 36.8 | | 02 | 67.6 | | 03 | 67.3 | | 04 | 31.3 | | 05 | 49.8 | | 06 | 206.4 | | 07 | 121.6 | | 08 | 167.9 | | 09 | 33.6 | | 10 | 38.2 | | 11 | 20.2 | | 12 | 30.8 | | 13 | 48.2 | | 14 | 85.5 | | 15 | 31.4 | | 16 | 20.9 | | 17 | 48.7 | | 18 | 17.0 | | 19 | 23.8 | | 20 | 84.5 | | 21 | 21.8 | | 22 | 78.8 | | 23 | 33.2 | | 24 | 35.2 | | 25 | 32.8 | | 26 | 17.7 | | 27 | 20.3 | | iPr | 106.5, 28.9, 26.7 |
|
| CDCl3 | | 01-Ha | 1.41 (m) | | 01-He | 1.85 (m) | | 02-Ha | 3.90 (~dt) | | 03-He | 4.06 (br, s) | | 04-Ha | 1.88(m) | | 04-He | 1.65 (m) | | 05-H | 2.44 (dd) | | 07-H | 5.86 (d) | | 09-H | 2.99 (t) | | 11-Ha | 1.66 (m) | | 11-He | 1.78 (m) | | 12-Ha | 2.02 (m) | | 12-He | 1.84 (m) | | 15-Ha | 1.56 (m) | | 15-Hb | 2.05 (m) | | 16-Ha | 2.04 (m) | | 16-Hb | 1.80 (m) | | 17-H | 2.16 (m) | | 18-Me | 0.80 (s) | | 19-Me | 0.99 (s) | | 21-Me | 1.12 (s) | | 22-H | 3.73 (d) | | 23-Ha | 1.49 (m) | | 23-Hb | 1.04 (m) | | 24-Ha | 1.58 (m) | | 24-Hb | 1.58 (m) | | 25-H | 1.60 (m) | | 26-Me | 0.83 (d) | | 27-Me | 0.89 (d) |
|
| |
| M.P. | °C ; | | [α]D22 | + 67 ° (c = 0.10, MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | () ; |
| |
| HPLC | Whatman Partisil 10 ODS-2Mag-20 preparative column (500 mm long, 22 mm i.d.) eluted with a linear gradient of acetonitrile in water, 25% to 100% in 50 min, flow-rate 18 mL/min. | | GLC | | | HPTLC | | | TLC | |
| |
| |
| |
Permanent link to this datasheet: PONASTERONE A 20,22-ACETONIDE
|
|
