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Year of first isolation: |
1972 |
| Formula: | C36H50O9 |
| Molecular weight: | 626 |
| Occurence in plants: |
Dacrydium intermedium [Podocarpaceae] »  ![Wikipedia: Dacrydium intermedium [Podocarpaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC12CCC3C(=CC(=O)C4C3(CC(C(C4)OC(=O)C=CC5=CC=C(C=C5)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)OC(=O)/C=C/c1ccc(cc1)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,10R,13R,14S,17S)-2,14-dihydroxy-10,13-dimethyl-6-oxo-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate | | CAS-RN | | | PubChem CID | 60030821 | InChiKey
[ ChemIDPlus: search ] | CBLBSEFRUJBJBI-ADGXGTIVSA-N | | InChI | InChI=1S/C36H50O9/c1-32(2,42)15-14-30(40)35(5,43)29-13-17-36(44)24-18-26(38)25-19-28(45-31(41)11-8-21-6-9-22(37)10-7-21)27(39)20-33(25,3)23(24)12-16-34(29,36)4/h6-11,18,23,25,27-30,37,39-40,42-44H,12-17,19-20H2,1-5H3/b11-8+/t23?,25-,27-,28+,29-,30+,33+,34+,35+,36+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | 608, 590, 572, 510 (M-116 (side chain))+, 345 (M-164 (coumaric acid)-117)+, 327 (345-18), 147 (100%) (coumaroyl). | | HR-MS | |
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| C5D5N | | 01 | | | 02 | | | 03 | | | 04 | | | 05 | | | 06 | | | 07 | | | 08 | | | 09 | | | 10 | | | 11 | | | 12 | | | 13 | | | 14 | | | 15 | | | 16 | | | 17 | | | 18 | | | 19 | | | 20 | | | 21 | | | 22 | | | 23 | | | 24 | | | 25 | | | 26 | | | 27 | | | 28 | | | 29 | |
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| CD3OD | | 01-Ha | | | 01-Hb | | | 02-Ha | 4.10 (m, w1/2=20) | | 03-He | 5.26 (m, w1/2=9) | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | 5.85 | | 09-Ha | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 14-H | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 0.90 (s ) | | 19-Me | 1.03 (s ) | | 21-Me | 1.16 (s ) | | 22-H | | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-Me | 1.16 (s ) | | 27-Me | 1.16 (s ) | | aromatic | 6.83 (d, 9), 7.50 (d, 9) | | vinylic | 6.43 (d, 16), 7.71 (d, 16) |
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| M.P. | 265-267 °C; | | [α]D20 | | | IR (KBr) ν max (cm-1) | 3400 (OH), 1720 (carbonyl), 1645 (cyclohexenone). | | UV (EtOH) λ max (log ε) | 315 (4.352), 300 (4.279), 250 (sh.), 238 (4.279), 212 (4.107 |
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Permanent link to this datasheet: 20-HYDROXYECDYSONE 3-p-COUMARATE
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