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Year of first isolation: |
2025 |
| Formula: | C27H42O7 |
| Molecular weight: | 478 |
| Occurence in plants: |
Helleborus niger [Ranunculaceae] »  ![Wikipedia: Helleborus niger [Ranunculaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C[C@@]12[C@@](C(C=C([C@@]3(O)[C@@]4(C)[C@]([C@](C)([C@H](O)CCC(C)(O)C)O)([H])CC3)C2CC4=O)=O)([H])C[C@H](O)CC1 » 
| | IUPAC Name | (3R,5R,10R,13R,14R,17S)-3,14-dihydroxy-10,13-dimethyl-17-((2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl)-1,2,3,4,5,9,10,11,14,15,16,17-dodecahydro-6H-cyclopenta[a]phenanthrene-6,12(13H)-dione | | CAS-RN | | | PubChem CID | | InChiKey
[ ChemIDPlus: search ] | VDKDAMDYFMHXPX-BRCUZQROSA-N | | InChI | InChI=1S/C27H42O7/c1-23(2,32)9-8-21(30)26(5,33)20-7-11-27(34)17-13-19(29)18-12-15(28)6-10-24(18,3)16(17)14-22(31)25(20,27)4/h13,15-16,18,20-21,28,30,32-34H,6-12,14H2,1-5H3/t15-,16?,18+,20+,21-,24-,25+,26-,27-/m1/s1 |
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| EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | | | ESI-HR-TOF-MS (positive ion mode) m/z | |
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| CD3OD | | 01 | 34.5 | | 02 | 31.8 | | 03 | 70.0 | | 04 | 34.8 | | 05 | 57.1 | | 06 | 205.0 | | 07 | 123.4 | | 08 | 163.9 | | 09 | 37.1 | | 10 | 38.6 | | 11 | 36.9 | | 12 | 213.3 | | 13 | 62.0 | | 14 | 89.9 | | 15 | 31.1 | | 16 | 21.6 | | 17 | 44.6 | | 18 | 17.8 | | 19 | 23.2 | | 20 | 77.6 | | 21 | 21.1 | | 22 | 78.5 | | 23 | 27.3 | | 24 | 42.4 | | 25 | 71.4 | | 26 | 29.7 | | 27 | 29.0 |
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| CD3OD | | 01-Ha | 1.77 (m) | | 01-Hb | 1.20 (m) | | 02-Ha | 2.19 (m) | | 02-Hb | 1.20 (m) | | 03-He | 3.59 (m, w1/2 = 23;2) | | 04-Ha | 1.73 (m) | | 04-Hb | 1.45 (m) | | 05-H | 2.13 (dd, 13.3, 3.6) | | 07-H | 5.97 (d, 2.7) | | 09-H | 3.66 (ddd,10.2, 8.5, 2.7) | | 11-Ha | 2.69 (dd, 14.9, 10.2) | | 11-Hb | 2.36 (dd, 14.9, 8.5) | | 15-Ha | 1.82 (m) | | 15-Hb | 1.47 (m) | | 16-Ha | 2.04 (m) | | 16-Hb | 1.82 (m) | | 17-H | 3.06 (dd, 10.6, 7.9) | | 18-Me | 1.17 (s) | | 19-Me | 1.03 (s) | | 21-Me | 1.12 (s) | | 22-H | 3.31 (m) | | 23-Ha | 1.73 (m) | | 23-Hb | 1.40 (m) | | 24-Ha | 1.80 (m) | | 24-Hb | 1.43 (m) | | 26-Me | 1.21 (s) | | 27-Me | 1.20 (s) |
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| M.P. | — °C | | [α]D25 | +90.5 (c 0.11 ; MeOH) | | IR (KBr) ν max (cm-1) | 3417 , 1731 , 1660 | | UV (MeOH) λ max (log ε) | 234.7, 204.5 nm (-) |
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Permanent link to this datasheet: 3α,14α,20R,22R,25-PENTAHYDROXY-5β-CHOLEST-7-EN-6,12-DIONE
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