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Year of first isolation: |
1983 |
| Formula: | C42H64O12N5P |
| Molecular weight: | 860 |
| Occurence in plants: |
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| Occurence in animals: |
Locusta migratoria [Orthoptera] »  ![Wikipedia: Locusta migratoria [Orthoptera]](/images/wikipedia.png)
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| Canonical SMILES | | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C[C@@]12[C@@](C(C=C3C2CC[C@@]4(C)[C@@]3(O)CC[C@@H]4[C@@H]([C@H](OP(OC[C@H]5O[C@@H](N(C=N6)C7=C6C(NC/C=C(C)/C)=NC=N7)[C@H](O)[C@@H]5O)(O)=O)CCC(C)(O)C)C)=O)([H])C[C@@H](O)[C@@H](O)C1 » 
| | IUPAC Name | ((2R,3S,4R,5R)-3,4-dihydroxy-5-(6-((3-methylbut-2-en-1-yl)amino)-9H-purin-9-yl)tetrahydrofuran-2-yl)methyl ((2S,3R)-6-hydroxy-6-methyl-2-((2S,3R,5R,10R,13R,14S,17R)-2,3,14-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-17-yl)heptan-3-yl) hydrogen phosphate | | CAS-RN | 85985-80-4 | | PubChem CID | | InChiKey
[ ChemIDPlus: search ] | JQRAAQRVXJZQFC-LRULDQMSSA-N | | InChI | InChI=1S/C42H64N5O12P/c1-22(2)11-15-43-36-33-37(45-20-44-36)47(21-46-33)38-35(52)34(51)32(58-38)19-57-60(55,56)59-31(10-12-39(4,5)53)23(3)24-9-14-42(54)26-16-28(48)27-17-29(49)30(50)18-40(27,6)25(26)8-13-41(24,42)7/h11,16,20-21,23-25,27,29-32,34-35,38,49-54H,8-10,12-15,17-19H2,1-7H3,(H,55,56)(H,43,44,45)/t23-,24+,25?,27-,29+,30-,31+,32+,34+,35+,38+,40+,41+,42+/m0/s1 |
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| CI-MS (NH3) m/z | 482 (ecdysone +NH3), 464 (ecdysone), 446, 428, 410, 393, 379, 375, 336 (N6-(isopentenyl)-adenosine), 330 (AMP-18), 300, 268 (adenosine), 245, 228, 212 (phosphoribo-se), 202, 146, 136 (adenine +H), 128 (underlined values correspond to fragments from AMP and/or N6-(isopentenyl)-adenosine | | EI-MS m/z (relative intensity %) | 428, 410, 393, 375, 336, 330, 300, 268, 245, 228, 212, 203, 146, 136, 128 |
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| D2O | | 01 | | | 02 | 68.5 (d ) | | 03 | 68.6 (d ) | | 04 | | | 05 | | | 06 | | | 07 | | | 08 | | | 09 | | | 10 | | | 11 | | | 12 | | | 13 | | | 14 | 86.5 (s ) | | 15 | | | 16 | | | 17 | | | 18 | | | 19 | | | 20 | | | 21 | | | 22 | 80.5 (d, 5) | | 23 | | | 24 | | | 25 | 73.5 (s ) | | 26 | | | 27 | |
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| D2O | | 01-Ha | | | 01-He | | | 02-Ha | | | 03-He | | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | 5.9 | | 09-Ha | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 0.72 (s ) | | 19-Me | 0.96 (s ) | | 21-Me | 0.92 (d, 6.4) | | 22-H | | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-Me | 1.20 (s ) | | 27-Me | 1.20 (s ) | | aromatic | 7.4 (2H) | | vinylic | 4.6 (1H) | | vinylic-Me | 1.9 (6H) |
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| M.P. | | | [α]D20 | | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | |
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Permanent link to this datasheet: ECDYSONE 22-N6-(ISOPENTENYL)-ADENOSINE-MONOPHOSPHATE
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