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Year of first isolation: |
2017 |
| Formula: | C33H54O12 |
| Molecular weight: | 642 |
| Occurence in plants: |
Serratula chinensis [Asteraceae] »  ![Wikipedia: Serratula chinensis [Asteraceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)OC5C(C(C(C(O5)CO)O)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@H]([C@H]1O[C@H]1C(C([C@H](C(O1)CO)O)O)O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)(C)O)O)O)O)C)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17S)-3,14-dihydroxy-10,13-dimethyl-2-(((2R,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-17-((2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl)-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | | InChiKey
[ ChemIDPlus: search ] | KUHPYTJXVKKPHR-GIHOGDKQSA-N | | InChI | InChI=1S/C33H54O12/c1-29(2,41)9-8-24(37)32(5,42)23-7-11-33(43)17-12-19(35)18-13-20(36)21(14-30(18,3)16(17)6-10-31(23,33)4)44-28-27(40)26(39)25(38)22(15-34)45-28/h12,16,18,20-28,34,36-43H,6-11,13-15H2,1-5H3/t16-,18-,20+,21-,22?,23-,24+,25-,26?,27?,28+,30+,31+,32+,33+/m0/s1 |
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| HRESI-MS | 665.3532 [M+Na]+, calculated 665.3507 for C33H54O12Na |
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| CD3OD | | 01 | 36.1 | | 02 | 76.4 | | 03 | 66.0 | | 04 | 32.0 | | 05 | 51.9 | | 06 | 206.5 | | 07 | 122.6 | | 08 | 168.3 | | 09 | 35.0 | | 10 | 32.5 | | 11 | 21.3 | | 12 | 32.5 | | 13 | 48.5 | | 14 | 85.2 | | 15 | 31.7 | | 16 | 21.5 | | 17 | 50.5 | | 18 | 18.0 | | 19 | 24.2 | | 20 | 77.9 | | 21 | 21.0 | | 22 | 78.4 | | 23 | 27.4 | | 24 | 42.3 | | 25 | 71.3 | | 26 | 26.0 | | 27 | 26.0 | | [sugar] 1' | 103.3 | | [sugar] 2' | 72.7 | | [sugar] 3' | 70.2 | | [sugar] 4' | 74.8 | | [sugar] 5' | 76.7 | | [sugar] 6' | 62.4 |
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| CD3OD | | 01-Ha | 1.54 (t, 12.5) | | 01-He | 1.96 | | 02-Ha | 4.05 (dt, 12.5, 3.5) | | 03-He | 34.16 (d, 3.5) | | 04-Ha | 1.75 | | 04-He | 1.75 | | 05-H | 2.39 | | 07-H | 5.82 (d, 2.0) | | 09-H | 3.18 | | 11-Ha | 1.68 | | 11-He | 1.88 | | 12-Ha | 2.15 (td, 13.0, 4.5) | | 12-He | 1.76 | | 15-Ha | 1.63 | | 15-Hb | 1.99 | | 16-Ha | 1.99 | | 16-Hb | 1.76 | | 17-H | 2.41 | | 18-Me | 0.91 (s) | | 19-Me | 0.98 (s) | | 21-Me | 1.20 (s) | | 22-H | 3.34 | | 23-Ha | 1.67 | | 23-Hb | 1.30 | | 24-Ha | 1.81 | | 24-Hb | 1.45 | | 26-Me | 1.22 (s) | | 27-Me | 1.20 (s) | | [sugar] 1' | 4.41 (d, 7.5) | | [sugar] 2' | 3.56 | | [sugar] 3' | 3.86 (d, 3.0) | | [sugar] 4' | 3.50 (dd, 9.7, 3.0) | | [sugar] 5' | 3.54 | | [sugar] 6' | 3.77 (d, 8.0) |
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| M.P. | °C ; | | [α]D25 | + 13.1 ° (c 0.01; MeOH) | | IR (KBr) ν max (cm-1) | 3406, 2954, 2928, 1660, 1384 | | UV (MeOH) λ max (log ε) | 242 () ; |
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Permanent link to this datasheet: 20-HYDROXYECDYSONE 2-O-β-D-GALACTOPYRANOSIDE
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