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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)C5C4(CC(C(C5)O)O)C)C)O)CCC(C)(CO)O)C | 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@]1(C)[C@@H](CCC(CO)(C)O)OC(O1)(C)C)O)C)C » 
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@]1(C)[C@@H](CC[C@@](CO)(C)O)OC(O1)(C)C)O)C)C »
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@]1(C)[C@@H](CC[C@](CO)(C)O)OC(O1)(C)C)O)C)C »
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(4R,5R)-5-(3,4-dihydroxy-3-methylbutyl)-2,2,4-trimethyl-1,3-dioxolan-4-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 102477129 | InChiKey
[ ChemIDPlus: search ] | SCLSNXHKWDOWGD-YBAUSDRDSA-N | | InChI | InChI=1S/C30H48O8/c1-25(2)37-24(9-10-26(3,35)16-31)29(6,38-25)23-8-12-30(36)18-13-20(32)19-14-21(33)22(34)15-27(19,4)17(18)7-11-28(23,30)5/h13,17,19,21-24,31,33-36H,7-12,14-16H2,1-6H3/t17-,19-,21+,22-,23-,24+,26?,27+,28+,29+,30+/m0/s1 |
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| HRESI-MS m/z | 537.3418 [M+H]+ (calc. for C30H49O8, 537.3414) | | ESI-MS m/z (relative intensity %) | 575 [M+K]+ (14), 560 [M+H+Na]+ (6), 559 [M+Na]+ (5), 542 (100), 521[M-CH3]+ (23), 519 [M+H-H2O]+ (2), 503 [M-H2O-CH3]+ (7), 501 [M+H-H2O]+ (23), 478 [M-acetone]+ (4), 445 (14), 413 (6), 314 (1à), 304 (55) |
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| CD3OD | | 01 | | | 02 | | | 03 | | | 04 | | | 05 | | | 06 | | | 07 | 121.8 | | 08 | | | 09 | | | 10 | | | 11 | | | 12 | 32.55 | | 13 | 49.3 | | 14 | 85.5 | | 15 | | | 16 | | | 17 | 50.5 | | 18 | 17.8 | | 19 | 24.4 | | 20 | 85.9 | | 21 | 22.7 | | 22 | 83.6 | | 23 | | | 24 | 37.1 | | 25 | 73.2 | | 26 | 70.7 | | 27 | 23.7 | | 28-C | | | 29-Me | 27.3 | | 30-Me | 29.4 |
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| CD3OD | | 01-Ha | | | 01-He | | | 02-Ha | | | 03-He | | | 04-Ha | | | 04-He | | | 05-H | 2.42 (dd, 12.6, 4.0) | | 07-H | 5.86 (d, 2.6) | | 09-H | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | 2.33 (dd, 9.2, 8.6) | | 18-Me | 0.83 (s) | | 19-Me | 0.96 (s) | | 21-Me | 1.18 (s) | | 22-H | 3.70 (m) | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-CH2OH | 3.38 (d, 10.9), 3.36 (d, 11.0) | | 27-Me | 1.15 (s) | | [Me2CO] | 1.39 (s), 1.32 (s) |
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| M.P. | °C ; | | [α]D25 | + 145 ° (c 0.005; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 242 (4.01) ; |
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Permanent link to this datasheet: 20,26-DIHYDROXYECDYSONE 20,22-ACETONIDE
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