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Year of first isolation: |
1985 |
| Formula: | C45H78O8 |
| Molecular weight: | 746 |
| Occurence in plants: |
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| Occurence in animals: |
Ornithodoros moubata [Argasidae] »  ![Wikipedia: Ornithodoros moubata [Argasidae]](/images/wikipedia.png)
Heliothis virescens [Lepidoptera] »
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| Canonical SMILES | CCCCCCCCCCCCCCCCCC(=O)OC(CCC(C)(C)O)C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)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]2[C@](C)([C@@H](CCC(C)(C)O)OC(=O)CCCCCCCCCCCCCCCCC)O)O)C)C » 
| | IUPAC Name | [(2R)-2,6-dihydroxy-6-methyl-2-[(2S,3R,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]heptan-3-yl] octadecanoate | | CAS-RN | | | PubChem CID | 11973422 | InChiKey
[ ChemIDPlus: search ] | UVOWKMPZDFLQSZ-KMVKICEVSA-N | | InChI | InChI=1S/C45H78O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-40(49)53-39(25-26-41(2,3)50)44(6,51)38-24-28-45(52)33-29-35(46)34-30-36(47)37(48)31-42(34,4)32(33)23-27-43(38,45)5/h29,32,34,36-39,47-48,50-52H,7-28,30-31H2,1-6H3/t32?,34?,36-,37+,38+,39?,42-,43-,44-,45-/m1/s1 |
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| CI-MS (NH3) m/z | 764 (M+H+NH3)+, 747 (M+H)+, 729, 711, 693, 463 (M-fatty acid)+, 445, 427, 409, 363, 345 | | EI-MS m/z (relative intensity %) | | | SI-MS m/z | 747 (M+H)+, 729, 711, 693, 463 (M-fatty acid)+, 445, 427, 353, 301 |
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| 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 | |
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| CDCl3 | | 01-Ha | | | 01-He | 3.89 (m ) | | 03-He | 4.05 (m ) | | 04-Ha | | | 04-He | | | 05-H | 2.44 (m ) | | 07-H | 5.85 (d, 1.6) | | 09-Ha | 3.00 (m ) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 0.86 (s ) | | 19-Me | 0.99 (s ) | | 21-Me | 1.21 (s ) | | 22-H | 4.88 (d, 9.4) | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 25-H | | | 26-Me | 1.23 (s ) | | 27-Me | 1.23 (s ) | | O-CO-CH2 | 2.37 (t, 7.2) | | termin CH3 | 0.88 (t, 6.7) |
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| M.P. | | | [α]D20 | | | IR (KBr) ν max (cm-1) | 1715 (CO), 1654 (cyclohexenone) | | UV (EtOH) λ max (log ε) | 242 (?) |
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| HPTLC | | | TLC | | | GLC | (of fatty acid methyl esters) | | HPLC | RP-HPLC, Retention time 48.5 min [YMC pack ODS column, 15 cm long, 6 mm i.d., eluted with MeOH-H2O 9:1 v/v at 1.25 ml.min-1] |
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Permanent link to this datasheet: 20-HYDROXYECDYSONE 22-STEARATE
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