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Year of first isolation: |
1982 |
| Formula: | C27H45O8P |
| Molecular weight: | 528 |
| Occurence in plants: |
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| Occurence in animals: |
Locusta migratoria [Orthoptera] »  ![Wikipedia: Locusta migratoria [Orthoptera]](/images/wikipedia.png)
Schistocerca gregaria [Orthoptera] »
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| Canonical SMILES | CC(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CCC(C4)OP(=O)(O)O)C)C)O)C(CCC(C)(C)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@@H](C1)OP(=O)([O-])[O-])C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@H](C)[C@@H](CCC(C)(C)O)O)O)C)C » 
| | IUPAC Name | [(3R,5R,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-14-hydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] dihydrogen phosphate | | CAS-RN | | | PubChem CID | 21724362 | InChiKey
[ ChemIDPlus: search ] | GIUAFYXKULGOEW-DUIYOXMUSA-N | | InChI | InChI=1S/C27H45O8P/c1-16(22(28)9-10-24(2,3)30)18-8-13-27(31)20-15-23(29)21-14-17(35-36(32,33)34)6-11-25(21,4)19(20)7-12-26(18,27)5/h15-19,21-22,28,30-31H,6-14H2,1-5H3,(H2,32,33,34)/t16-,17+,18+,19-,21-,22+,25+,26+,27+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | | | FAB-MS m/z | 549 (M-H+Na)-, 527 (M-H)-, 97, 79 | | HR-MS | |
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| D2O | | 01 | 34.00 (t ) | | 02 | 29.70 (t ) | | 03 | 74.60 (d ) | | 04 | 33.60 (t ) | | 05 | 59.60 (d ) | | 06 | 207.80 (s ) | | 07 | 121.70 (d ) | | 08 | 169.60 (s ) | | 09 | 34.60 (d ) | | 10 | 37.20 (t ) | | 11 | 21.00 (t ) | | 12 | 31.70 (t ) | | 13 | 48.00 (s ) | | 14 | 85.90 (s ) | | 15 | 32.20 (t ) | | 16 | 25.20 (t ) | | 17 | 48.50 (d ) | | 18 | 16.40 (q ) | | 19 | 23.80 (q ) | | 20 | 42.70 (d ) | | 21 | 13.50 (q ) | | 22 | 75.50 (d ) | | 23 | 26.60 (t ) | | 24 | 41.50 (t ) | | 25 | 72.70 (s ) | | 26 | 29.10 (q ) | | 27 | 28.80 (q ) |
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| CD3OD | | 01-Ha | | | 01-He | | | 02-Ha | | | 03-He | 4.08 (m, w1/2=20) | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | 5.80 | | 09-Ha | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 0.73 (s ) | | 19-Me | 0.91 (s ) | | 21-Me | 0.95 (d, 6) | | 22-H | 3.60 (m, w1/2=19) | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-Me | 1.19 (s ) | | 27-Me | 1.20 (s ) |
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| M.P. | | | [α]D20 | | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | |
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| HPTLC | | | TLC | | | GLC | | | HPLC | RP-HPLC with ion suppression, Retention volume 26 ml (column Partisil-ODS3, 25 cm x 4.6 mm i.d. eluted with a gradient of MeOH in 20 mM sodium citrate pH 6.5, 2:3 v/v to 4:1 v/v over 25 min, flow-rate 2 ml.min-1) |
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Permanent link to this datasheet: 3-EPI-2-DEOXYECDYSONE 3-PHOSPHATE
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