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Year of first isolation: |
1981 |
| Formula: | C29H44O6 |
| Molecular weight: | 488 |
| Occurence in plants: |
Laurencia pinnata [Rhodomelaceae] »  ![Wikipedia: Laurencia pinnata [Rhodomelaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC(C)CCC(C(C)(C1CCC2C1(CCC3C2=CC(=O)C4=CC(C(CC34C)OC(=O)C)O)C)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2(C(=C[C@H]([C@H]1OC(=O)C)O)C(=O)C=C1[C@@H]2CC[C@]2(C1CC[C@@H]2[C@](C)([C@@H](CCC(C)C)O)O)C)C » 
| | IUPAC Name | [(2S,3S,10R,13S)-17-[(2R,3S)-2,3-dihydroxy-6-methylheptan-2-yl]-3-hydroxy-10,13-dimethyl-6-oxo-1,2,3,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-2-yl] acetate | | CAS-RN | | | PubChem CID | 23424604 | InChiKey
[ ChemIDPlus: search ] | RMENLPCGRPPGAV-TXXIXKGUSA-N | | InChI | InChI=1S/C29H44O6/c1-16(2)7-10-26(33)29(6,34)25-9-8-19-18-13-22(31)21-14-23(32)24(35-17(3)30)15-28(21,5)20(18)11-12-27(19,25)4/h13-14,16,19-20,23-26,32-34H,7-12,15H2,1-6H3/t19?,20?,23-,24-,25?,26-,27-,28+,29+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z | 488 (M)+ | | 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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| C5D5N | | 01-Ha | | | 02-Ha | 5.34 (ddd, 10.5, 7, 3.5) | | 03-Ha | 4.71 (dd, 7, 2) | | 04-H | 6.82 (d, 2) | | 07-H | 6.03 (t, 2) | | 09-Ha | 2.54 (ddd, 12, 7, 2) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 14-H | 2.21 (dt, 12, 2) | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 1.14 (s ) | | 19-Me | 1.05 (s ) | | 21-Me | 1.51 (s ) | | 22-Ha | 3.74 (d, 9) | | 23-Ha | | | 24-Ha | | | 24-Hb | | | 25-H | | | 26-Me | 0.97 (d, 7) | | 27-Me | 0.98 (d, 7) | | O-Ac | 2.05 (3H, s) | | OH | 5.00 (3H, br s) |
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| M.P. | 105-107 °C | | [α]D20 | | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | |
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| HPTLC | | | TLC | Rf 0.0 (MeOH-H2O 65:35) - RP-TLC on C18-bonded silica gel; Rf 0.0 (MeOH-H2O 50:50) - RP-TLC on paraffin-coated silica gel; Rf 0.68 (CHCl3-EtOH 80:20) NP-TLC on silica gel | | GLC | | | HPLC | |
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Permanent link to this datasheet: ACETYLPINNASTEROL
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