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Year of first isolation: |
2002 |
| Formula: | C29H48O8 |
| Molecular weight: | 524 |
| Occurence in plants: |
Serratula strangulata [Asteraceae] »  ![Wikipedia: Serratula strangulata [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)O)C)C1(CCC2C(C)(C(CC(CCO)C(C)(C)O)O)O)O | 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@](C)([C@@H](C[C@H](C(C)(C)O)CCO)O)O)O)C)C » 
| | IUPAC Name | (2S,3R,5R,10R,13R,14S,17R)-2,3,14-trihydroxy-10,13-dimethyl-17-[(3R)-2,3,6-trihydroxy-5-(2-hydroxyethyl)-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 129829786 | InChiKey
[ ChemIDPlus: search ] | NGLFKJFHARGWMY-GBIMCYBUSA-N | | InChI | InChI=1S/C29H48O8/c1-25(2,35)16(8-11-30)12-24(34)28(5,36)23-7-10-29(37)18-13-20(31)19-14-21(32)22(33)15-26(19,3)17(18)6-9-27(23,29)4/h13,16-17,19,21-24,30,32-37H,6-12,14-15H2,1-5H3/t16?,17?,19-,21+,22-,23+,24+,26+,27+,28?,29+/m0/s1 |
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| EI-MS m/z (relative intensity %) | | | HREI-MS | 524.3341, Calculated 524.3349 | | FAB-MS m/z | 525 [M+H]+, 510, 507, 492, 389, 371, 189, 171, 145, 127 |
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| DMSO-d6 | | 01 | 36.59 | | 02 | 66.56 | | 03 | 66.74 | | 04 | 31.49 | | 05 | 50.50 | | 06 | 202.59 | | 07 | 120.41 | | 08 | 165.15 | | 09 | 33.15 | | 10 | 37.58 | | 11 | 20.04 | | 12 | 30.26 | | 13 | 46.62 | | 14 | 82.95 | | 15 | 30.82 | | 16 | 20.22 | | 17 | 48.65 | | 18 | 17.07 | | 19 | 23.81 | | 20 | 76.18 | | 21 | 20.92 | | 22 | 75.60 | | 23 | 26.06 | | 24 | 36.55 | | 25 | 68.66 | | 26 | 28.97 | | 27 | 29.92 | | 28 | 41.34 | | 29 | 66.06 |
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| DMSO-d6 | | 01-Ha | | | 01-He | 1.70-1.84 (m) | | 02-Ha | 3.81-3.85 (m) | | 03-He | 3.92-3.96 (m) | | 04-Ha | 1.61-1.68 (m) | | 04-He | 1.70-1.84 (m) | | 05-H | 2.37 (dd, J = 12, 5 Hz) | | 07-H | 5.61 (s) | | 09-H | 3.14-3.18 (m) | | 11-Ha | 1.61-1.68 (m) | | 11-He | 1.70-1.84 (m) | | 12-Ha | 2.10-2.16 (m) | | 12-He | 1.84-1.90 (m) | | 15-Ha | 1.97-2.03 (m) | | 15-He | 1.52-1.58 (m) | | 16-Ha | 1.97-2.03 (m) | | 16-He | 1.70-1.84 (m) | | 17-H | 2.27-2.41 (m) | | 18-Me | 0.89 (s) | | 19-Me | 0.96 (s) | | 21-Me | 1.19 (s) | | 22-H | 3.41-3.44 (m) | | 23-Ha | 1.41-1.45 (m) | | 23-Hb | 1.52-1.58 (m) | | 24-H | 1.45-1.55 (m) | | 26-Me | 1.20 (s) | | 27-Me | 1.21 (s) | | 28-CH2 | 1.37-1.40 (m, 2H) | | 29-CH2 | 3.20-3.26 (m, 2H) |
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| M.P. | 242-244 °C ; | | [α]D24 | + 65.2 ° (c 0.04 ; MeOH) | | IR (KBr) ν max (cm-1) | 3387 (OH), 1642 (conjugated carbonyl) | | UV (EtOH) λ max (log ε) | 252 (4.0) ; |
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Permanent link to this datasheet: (24R)-24-(2-HYDROXYETHYL)-20-HYDROXYECDYSONE
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