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Year of first isolation: |
2008 |
| Formula: | C27H44O8 |
| Molecular weight: | 496 |
| Occurence in plants: |
Silene viridiflora [Caryophyllaceae] »  ![Wikipedia: Silene viridiflora [Caryophyllaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC12CCC(CC1(C(=O)C=C3C2CCC4(C3(CCC4C(C)(C(CCC(C)(CO)O)O)O)O)C)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@](C[C@H](C1)O)(C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CCC(CO)(C)O)O)O)O)C)O)C » 
C1[C@]2([C@@](C[C@H](C1)O)(C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CC[C@@](CO)(C)O)O)O)O)C)O)C »
C1[C@]2([C@@](C[C@H](C1)O)(C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CC[C@](CO)(C)O)O)O)O)C)O)C »
| | IUPAC Name | (3S,5S,9R,10R,13R,14S,17S)-3,5,14-trihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6,7-tetrahydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 102477127 | InChiKey
[ ChemIDPlus: search ] | NCBZRFQCNAVKEM-KLSIFSASSA-N | | InChI | InChI=1S/C27H44O8/c1-22(32,15-28)9-8-20(30)25(4,33)19-7-12-26(34)18-13-21(31)27(35)14-16(29)5-10-23(27,2)17(18)6-11-24(19,26)3/h13,16-17,19-20,28-30,32-35H,5-12,14-15H2,1-4H3/t16-,17-,19-,20+,22?,23+,24+,25+,26+,27+/m0/s1 |
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| CI-MS (NH3) m/z | | | ESI-MS m/z (relative intensity %) | 535 [M+K]+ (100) | | HRESI-MS m/z | 497.3108 [M+H]+ (calc. for C27H45O8, 497.3102) |
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| CD3OD | | 01 | 25.3 | | 02 | | | 03 | 67.2 | | 04 | | | 05 | 81.0 | | 06 | | | 07 | 120.7 | | 08 | | | 09 | 37.9 | | 10 | 43.3 | | 11 | | | 12 | 32.6 | | 13 | 48.8 | | 14 | 85.2 | | 15 | | | 16 | | | 17 | 50.5 | | 18 | 18.2 | | 19 | 17.2 | | 20 | 77.9 | | 21 | 21.1 | | 22 | 78.7 | | 23 | | | 24 | 37.2 | | 25 | 73.6 | | 26 | 70.8 | | 27 | 23,6 |
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| CD3OD | | 01-Ha | | | 01-He | | | 02-Ha | | | 02-He | | | 03-He | 4.08 (s, br) | | 04-Ha | | | 04-He | | | 07-H | 5.85 (d, 2) | | 09-H | 3.27 (m) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | 2.39 (t, 8.8) | | 18-Me | 0.90 (s) | | 19-Me | 0.89 (s) | | 21-Me | 1.19 (s) | | 22-H | 3.34 (m) | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-Ha/Hb | 3.37, 3.37 | | 27-Me | 1.14 (s) |
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| M.P. | °C ; | | [α]D25 | + 41 ° (c 0.05; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 243 (4.02) ; |
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Permanent link to this datasheet: 2-DEOXY-5,20,26-TRIHYDROXYECDYSONE
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