|
|
|
|
Year of first isolation: |
2009 |
| Formula: | C29H46O8 |
| Molecular weight: | 522 |
| Occurence in plants: |
Cyanotis longifolia [Commelinaceae] »  ![Wikipedia: Cyanotis longifolia [Commelinaceae]](/images/wikipedia.png)
|
| Occurence in animals: |
|
|
|
| |
| Canonical SMILES | | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@H]([C@H]1O)OC(=O)C)C(=O)C=C3[C@@H]2[C@@H](C[C@]4([C@]3(CCC4[C@](C)([C@@H](CCC(C)C)O)O)O)C)O)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,11R,13R,14S)-17-((2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl)-2,11,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate | | CAS-RN | | | PubChem CID | | InChiKey
[ ChemIDPlus: search ] | FUQCPFMYIHWDOX-JINJHCMASA-N | | InChI | InChI=1S/C29H46O8/c1-15(2)7-8-24(34)28(6,35)23-9-10-29(36)18-11-19(31)17-12-22(37-16(3)30)20(32)13-26(17,4)25(18)21(33)14-27(23,29)5/h11,15,17,20-25,32-36H,7-10,12-14H2,1-6H3/t17-,20-,21+,22+,23?,24+,25+,26-,27+,28+,29+/m0/s1 |
| |
| HR-MS | | | EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | 523 [MH]+, 505 [MH-H2O]+, 487 [MH-2H2O]+, 469 [MH-3H2O]+, 463 [MH-CH3COOH]+, 451 [MH-4H2O]+, 445 [MH-H2O-CH3COOH]+, 427 [MH-2H2O-CH3COOH]+, 409 [MH-3H2O-CH3COOH]+ |
|
|
| D2O | | 01 | 40.4 | | 02 | 68.2 | | 03 | 73.3 | | 04 | 33.7 | | 05 | 53.7 | | 06 | 209.7 | | 07 | 123.9 | | 08 | 167.7 | | 09 | 43.7 | | 10 | 40.9 | | 11 | 70.6 | | 12 | 44.0 | | 13 | 49.4 | | 14 | 86.7 | | 15 | 32.6 | | 16 | 22.1 | | 17 | 50.9 | | 18 | 19.8 | | 19 | 25.4 | | 20 | 80.0 | | 21 | 21.6 | | 22 | 79.2 | | 23 | 30.9 | | 24 | 37.9 | | 25 | 29.6 | | 26 | 23.8 | | 27 | 24.5 | | Ac [CH3] | 22.9 | | Ac [CO] | 176.4 |
|
| D2O | | 01-Ha | 1.51 (t, 13.3) | | 01-He | 2.60 (dd, 12.8, 3.8) | | 02-Ha | 4.23 (m, w1/2 = 22) | | 03-He | 5.20 (m) | | 04-Ha | 1.78* | | 04-He | 1.84* | | 05-H | 2.32 | | 07-H | 6.00 (d, 2.3) | | 09-H | 3.14 (dd, 8.5, 2.5) | | 11-Ha | 4.25 (m) | | 12-Ha | 2.06* | | 12-He | 2.29* | | 15-Ha | 2.05* | | 15-Hb | 1.66* | | 16-Ha | 1.88* | | 16-Hb | 1.81* | | 17-H | 2.36 (t, 9.5) | | 18-Me | 0.87 (s) | | 19-Me | 1.13 (s) | | 21-Me | 1.25 (s) | | 22-H | 3.44 (d, 9.3) | | 23-Ha | 1.28 | | 23-Hb | 1.61 | | 24-Ha | 1.28 | | 24-Hb | 1.38 | | 25-H | 1.58 | | 26-Me | 0.90 (d, 6.4) | | 27-Me | 0.92 (d, 6.4) | | CH3CO | 2.19 (s) |
|
| |
| M.P. | °C ; | | [α]D20 | ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | () ; |
| |
| RP-HPLC | column YMC C18, 250 mm x 20.2 mm i.d, solvent MeOH/H2O 1:1, flow-rate 10 ml/min, Ret 33.3 min (20E : 12.4 min) | | HPLC | | | NP-HPLC | column Zorbax-SIL 250 mm x 4.6 mm i.d., solvent cyclohexane-isopropanol-water, flow-rate 1 mL/min, Ret 7.9 min (20E : 15.8 min) | | TLC | |
| |
| |
| |
Permanent link to this datasheet: AJUGASTERONE C 3-ACETATE
|
|
