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Year of first isolation: |
2008 |
| Formula: | C27H44O6 |
| Molecular weight: | 464 |
| Occurence in plants: |
Serratula wolffii [Asteraceae] »  ![Wikipedia: Serratula wolffii [Asteraceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1CCC2C(C)(C(CCC(C)(C)O)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@@H]([C@H]1O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@@H]1CC[C@@H]2[C@@]([C@@H](CCC(C)(C)O)O)(C)O)C)C » 
| | IUPAC Name | (2S,3S,5R,9R,10R,13S,14S,17S)-2,3-dihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,5,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 102478939 | InChiKey
[ ChemIDPlus: search ] | KBDUJCBPMFPAJU-GEXJYRMASA-N | | InChI | InChI=1S/C27H44O6/c1-24(2,32)10-9-23(31)27(5,33)22-7-6-16-15-12-19(28)18-13-20(29)21(30)14-26(18,4)17(15)8-11-25(16,22)3/h12,16-18,20-23,29-33H,6-11,13-14H2,1-5H3/t16-,17+,18+,20+,21+,22+,23-,25+,26-,27-/m1/s1 |
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| CI-MS (NH3) m/z | | | HR-ESI-MS | 464.3120, calculated 464.3126 for C27H44O6+ | | ESI-MS m/z (relative intensity %) | 503 (100) [M+K]+, 487 (19) [M+Na]+, 465 (46) [M+H]+, 447 (21.5) [M+H-H2O]+, 429 (14.5) [M+H-2H2O]+, 411 (23) [M+H-3H2O]+ |
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| CD3OD | | 01 | 42.7 | | 02 | 72.2 | | 03 | 75.5 | | 04 | 34.1 | | 05 | 57.2 | | 06 | | | 07 | 127.2 | | 08 | 170.1 | | 09 | 37.7 | | 10 | 40.2 | | 11 | 21.9 | | 12 | 39.9 | | 13 | 45.8 | | 14 | 59.2 | | 15 | 34.1 | | 16 | 28.2 | | 17 | 56.3 | | 18 | 24.9 | | 19 | 23.9 | | 20 | 78.1 | | 21 | 20.4 | | 22 | 78.8 | | 23 | 27.4 | | 24 | 42.5 | | 25 | 71.5 | | 26 | 29.0 | | 27 | 30.0 |
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| CD3OD | | 01-Ha | 1.09 (dd, 13.9, 11.9) | | 01-He | 2.10 (dd, 13.9, 4.7) | | 02-Ha | 3.57-3.66 (m) | | 03-Ha | 3.93-3.38 (m) | | 04-Ha | 1.37-1.46 (m) | | 04-He | 1.74-1.82 (m) | | 05-H | 2.07 (dd, 13.4, 3.8) | | 07-H | 5.84 (d, 2.5) | | 09-H | 2.81 (ddd, 9.7, 6.2, 2.2) | | 11-Ha | 1.58-1.68 (m) | | 11-He | 1.80-1.88 (m) | | 12-Ha | 1.56-1.61 (m) | | 12-He | 1.79-1.82 (m) | | 14-Ha | 2.46 (dd, 11.7, 7.2) | | 15-Ha | 1.68-1.74 (m) | | 15-Hb | 1.74-1.81 (m) | | 16-Ha | 1.80-1.85 (m) | | 16-Hb | 1.80-1.85 (m) | | 17-H | 1.98 (t, 8.9) | | 18-Me | 1.27 (s) | | 19-Me | 0.91 (s) | | 21-Me | 1.23 (s) | | 22-H | 3.41 (dd, 10.4, 1.6) | | 23-Ha | 1.28-1.40 (m) | | 23-Hb | 1.59-1.66 (m) | | 24-Ha | 1.43-1.45 (m) | | 24-Hb | 1.77-1.81 (m) | | 26-Me | 1.19 (s) | | 27-Me | 1.22 (s) |
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| M.P. | °C ; | | [α]D25.5 | +5 ° (c 0.1; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | 248 (3.611) |
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Permanent link to this datasheet: (2β,3α,5β,14β,22R)-2,3,20,22,25-PENTAHYDROXYCHOLEST-7-ENE-6-ONE
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