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Year of first isolation: |
2008 |
| Formula: | C30H48O8 |
| Molecular weight: | 536 |
| 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 | CC1(OC(C(O1)(C)C2CCC3(C2(CCC4C3=CC(=O)C5(C4(CCC(C5)O)C)O)C)O)CCC(C)(CO)O)C | 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@]1(C)[C@@H](CCC(CO)(C)O)OC(O1)(C)C)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@]1(C)[C@@H](CC[C@@](CO)(C)O)OC(O1)(C)C)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@]1(C)[C@@H](CC[C@](CO)(C)O)OC(O1)(C)C)O)C)O)C »
| | IUPAC Name | (3S,5S,9R,10R,13R,14S,17S)-17-[(4R,5R)-5-(3,4-dihydroxy-3-methylbutyl)-2,2,4-trimethyl-1,3-dioxolan-4-yl]-3,5,14-trihydroxy-10,13-dimethyl-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 102477128 | InChiKey
[ ChemIDPlus: search ] | MENIOZHCBSKIIJ-FHOYITCCSA-N | | InChI | InChI=1S/C30H48O8/c1-24(2)37-23(10-11-25(3,34)17-31)28(6,38-24)21-9-14-29(35)20-15-22(33)30(36)16-18(32)7-12-26(30,4)19(20)8-13-27(21,29)5/h15,18-19,21,23,31-32,34-36H,7-14,16-17H2,1-6H3/t18-,19-,21-,23+,25?,26+,27+,28+,29+,30+/m0/s1 |
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| HR-ESI-MS | 537.3420 [M+H]+ (calc. for C30H49O8, 537.3414) | | ESI-MS m/z (relative intensity %) | 559 [M+Na]+ (100), 541 [M+Na-H2O]+ (12), 537 [M+H]+ (36), 518 [M-H2O]+ (3), 501 [M+H-2H2O]+ (2), 445 (10), 385 [M+H-H2O-C6O3H14]+ (3), 315 (12), 304 (24) |
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| CD3OD | | 01 | 25.6 | | 02 | 29.3 | | 03 | 67.2 | | 04 | 36.9 | | 05 | 81.2 | | 06 | | | 07 | 120.7 | | 08 | | | 09 | 38.1 | | 10 | 43.25 | | 11 | 22.5 | | 12 | 32.6 | | 13 | 48.7 | | 14 | 85.4 | | 15 | 31.8 | | 16 | 22.5 | | 17 | 50.6 | | 18 | 17.8 | | 19 | 17.3 | | 20 | 86.0 | | 21 | 22.7 | | 22 | 83.6 | | 23 | 24.05 | | 24 | 37.2 | | 25 | 73.6 | | 26 | 70.7 | | 27 | 23.8 | | 28-C | 108.2 | | 29-Me | 27.3 | | 30-Me | 29.5 |
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| CD3OD | | 01-Ha | 1.50 (m) | | 01-He | 1.84 (m) | | 02-Ha | 1.77 (m) | | 02-He | 1.96 (m) | | 03-He | 4.08 (s, br) | | 04-Ha | 1.61 (m) | | 04-He | 2.035 (m) | | 07-H | 5.86 (s, br) | | 09-H | 3.28 (m) | | 11-Ha | 1.73 (m) | | 11-He | | | 12-Ha | 2.12 (td, 12.4, 5.7) | | 12-He | 1.86 (m) | | 15-Ha | 1.61 (m) | | 15-Hb | 1.97 (m) | | 16-Ha | 1.88 (m) | | 16-Hb | 2.04 (m) | | 17-H | 2.2 (t, 8.7) | | 18-Me | 0.83 (s) | | 19-Me | 0.89 (s) | | 21-Me | 1.18 (s) | | 22-H | 3.70 (m) | | 23-Ha | 1.55 (m) | | 23-Hb | 1.55 (m) | | 24-Ha | 1.53 (m) | | 24-Hb | 1.72 (m) | | 26-CH2OH | 3.37 (d, 11), 3.36 (d, 11) | | 27-Me | 1.15 (s) | | [Me2CO] | 1.39 (s), 1.32 (s) |
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| M.P. | °C ; | | [α]D25 | + 25° (c 0.05; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 238 (4.08) ; |
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Permanent link to this datasheet: 2-DEOXY-5,20,26-TRIHYDROXYECDYSONE 20,22-ACETONIDE
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