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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 | CC(C)C(CC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4(C3(CC(C(C4)O)OC(=O)C=CC5=CC=CC=C5)C)O)C)O)O)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@](C[C@H]([C@H]1OC(=O)/C=C/c1ccccc1)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)O)O)O)C)O)C » 
| | IUPAC Name | [(9R,10R,13R,14S,17S)-3,5,14-trihydroxy-10,13-dimethyl-6-oxo-17-[(2R)-2,3,5-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-2-yl] (E)-3-phenylprop-2-enoate | | CAS-RN | | | PubChem CID | 102154500 | InChiKey
[ ChemIDPlus: search ] | PKJZKRZLTGYWSS-VUWYGYBKSA-N | | InChI | InChI=1S/C36H50O9/c1-21(2)25(37)18-29(39)34(5,42)28-14-16-35(43)24-17-30(40)36(44)19-26(38)27(20-33(36,4)23(24)13-15-32(28,35)3)45-31(41)12-11-22-9-7-6-8-10-22/h6-12,17,21,23,25-29,37-39,42-44H,13-16,18-20H2,1-5H3/b12-11+/t23-,25?,26?,27?,28-,29?,32+,33+,34+,35+,36?/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | 608 [M-18]+, 590, 572, 554, 510 [M - 116 (side chain)]+, 442 [M - 148 (cinnamic acid) - 36]+, 361 [M-148 - 117]+, 148 (cinnamic acid), 147 (100) (cinnamoyl-oxy), 131 (cinnamoyl). | | 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 | |
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| CDCl3 | | 01-Ha | | | 01-Hb | | | 02-Ha | 5.16 (m, w1/2=20) | | 03-He | 4.18 (m, w1/2=9) | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | 5.96 | | 09-Ha | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 0.87 (s ) | | 19-Me | 0.92 (s ) | | 21-Me | 1.22 (s ) | | 22-H | | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 25-H | | | 26-Me | 0.92 (d, 6) | | 27-Me | 0.92 (d, 6) | | aromatc | 7.37 | | vinylic | 6.51 (d, 16), 7.70 (d, 16) |
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| M.P. | | | [α]D20 | | | IR (KBr) ν max (cm-1) | 3380, 1700 (carbonyl), 1670, 1640 | | UV (EtOH) λ max (log ε) | 276 (4.283), 250 (sh), 224 (4.267), 218 (4.283) |
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| HPTLC | | | TLC | NP-TLC on silica gel : Rf 0.57 (CHCl3-EtOH, 9:1), Rf 0.65 (CHCl3-EtOH, 4:1). RP-TLC on paraffin-coated silica gel Rf 0.0 (MeOH-H2O, 50:50); RP-TLC on C18-bonded silica gel Rf 0.0 (MeOH-H2O, 65:35) | | GLC | decomposes on silylation | | HPLC | |
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Permanent link to this datasheet: PONASTERONE C 2-CINNAMATE
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