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Year of first isolation: |
1987 |
| Formula: | C33H54O13 |
| Molecular weight: | 658 |
| Occurence in plants: |
Helleborus odorus [Ranunculaceae] »  ![Wikipedia: Helleborus odorus [Ranunculaceae]](/images/wikipedia.png)
Helleborus purpurascens [Ranunculaceae] »
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| Occurence in animals: |
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| Canonical SMILES | CC12CCC3C(=CC(=O)C4(C3(CC(C(C4)OC5C(C(C(C(O5)CO)O)O)O)O)C)O)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@](C[C@H]([C@H]1O)O[C@H]1C(C([C@@H](C(O1)CO)O)O)O)(C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@@]([C@@H](CCC(C)(C)O)O)(C)O)O)C)O)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,17S)-2,5,14-trihydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 184117 | InChiKey
[ ChemIDPlus: search ] | AYZWKPWGZYTYNN-UHWXVGLPSA-N | | InChI | InChI=1S/C33H54O13/c1-28(2,41)9-8-22(36)31(5,42)21-7-11-32(43)17-12-23(37)33(44)14-19(45-27-26(40)25(39)24(38)20(15-34)46-27)18(35)13-30(33,4)16(17)6-10-29(21,32)3/h12,16,18-22,24-27,34-36,38-44H,6-11,13-15H2,1-5H3/t16-,18-,19+,20+,21-,22+,24+,25-,26+,27+,29+,30+,31+,32?,33-/m0/s1 |
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| EI-MS m/z (relative intensity %) | | | HR-MS | | | PD-MS (plasma desorption 252Cf) | 705 (M+1+2Na)+, 704 (M+2Na)+, 682 (M+1+Na)+, 681 (M+Na)+, 357 (M+Na - glu - 18)+ |
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| C5D5N | | 01 | 38.7 | | 02 | 66.8 | | 03 | 75.7 | | 04 | 35.5 | | 05 | 79.6 | | 06 | 200.6 | | 07 | 120.2 | | 08 | 166.5 | | 09 | 38.4 | | 10 | 44.9 | | 11 | 21.9 | | 12 | 32.0 | | 13 | 48.1 | | 14 | 84.1 | | 15 | 31.6 | | 16 | 21.4 | | 17 | 50.0 | | 18 | 17.8 | | 19 | 17.0 | | 20 | 76.9 | | 21 | 21.7 | | 22 | 77.6 | | 23 | 27.5 | | 24 | 42.6 | | 25 | 69.7 | | 26 | 30.0 | | 27 | 30.1 | | glu-01' | 102.6 | | glu-02' | 75.4 | | glu-03' | 78.4 | | glu-04' | 71.8 | | glu-05' | 78.6 | | glu-06' | 62.8 |
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| C5D5N | | 01-Ha | | | 01-He | | | 02-Ha | | | 03-He | | | 04-Ha | | | 04-He | | | 07-H | 6.27 | | 09-Ha | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 14-OH | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 1.17 | | 19-Me | 1.01 | | 21-Me | 1.55 | | 22-H | | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-Me | 1.38 | | 27-Me | 1.38 |
| DMSO-d6 | | 01-Ha | | | 01-He | | | 02-Ha | | | 03-He | 4.00 | | 04-Ha | | | 04-He | | | 07-H | 5.63 (d, 2) | | 09-Ha | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 14-OH | 4.09 | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 0.75 | | 19-Me | 0.80 | | 21-Me | 1.05 | | 22-H | | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-Me | 1.05 | | 27-Me | 1.07 | | H-1 & OH-6 | 4.34 - 4.41 | | H-3 | 3.13 | | H-4 | 2.96 | | H-5 | masked by HDO | | H-6 | 3.45 | | OH-2, 3 &4 | 4.67 - 4.93 | | sugar sign | |
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| M.P. | 162 °C | | [α]D20 | | | IR (KBr) ν max (cm-1) | -- (OH), 1650, 1630 (cyclohexenone) | | UV (EtOH) λ max (log ε) | 242 (?) |
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Permanent link to this datasheet: (5α)-POLYPODINE B 3-β-D-GLUCOSIDE
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