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Year of first isolation: |
2008 |
| Formula: | C33H48O9 |
| Molecular weight: | 588 |
| 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)C1(CCC2C5(C(OC(O5)C6=CC=C(O6)CO)CCC(C)(C)O)C)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@]1(CC[C@@H]2[C@]1(C)[C@H](O[C@H](O1)c1oc(cc1)CO)CCC(C)(C)O)O)C)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-17-[(2R,4R,5R)-5-(3-hydroxy-3-methylbutyl)-2-[5-(hydroxymethyl)furan-2-yl]-4-methyl-1,3-dioxolan-4-yl]-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 101838581 | InChiKey
[ ChemIDPlus: search ] | DOEMUYSOEFOKLD-GEEPUZIISA-N | | InChI | InChI=1S/C33H48O9/c1-29(2,38)11-10-27-32(5,42-28(41-27)25-7-6-18(17-34)40-25)26-9-13-33(39)20-14-22(35)21-15-23(36)24(37)16-30(21,3)19(20)8-12-31(26,33)4/h6-7,14,19,21,23-24,26-28,34,36-39H,8-13,15-17H2,1-5H3/t19-,21-,23+,24-,26-,27+,28+,30+,31+,32+,33+/m0/s1 |
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| EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | | | HR-ESI-MS | 589.3393 [M+H]+ (calculated for C33H49O9 : 589.3363) |
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| CD3OD | | 01 | 37.3 | | 02 | 68.5 | | 03 | 68.3 | | 04 | 32.7 | | 05 | 52.1 | | 06 | | | 07 | 122.0 | | 08 | | | 09 | 35.0 | | 10 | 39.1 | | 11 | 31.7 | | 12 | 32.2 | | 13 | 48.0 | | 14 | 85.4 | | 15 | | | 16 | | | 17 | 51.1 | | 18 | 17.5 | | 19 | 24.1 | | 20 | 85.6 | | 21 | 23.6 | | 22 | 85.7 | | 23 | | | 24 | 41.7 | | 25 | 71.4 | | 26 | 28.7 | | 27 | 29.2 | | 28 | 98.2 | | 29 | | | 30 | | | 31 | | | 32 | | | 33 | 57.2 |
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| CD3OD | | 01-Ha | 1.42 (dd, 13.2, 12.0) | | 01-He | 1.79 (dt, 13.2, 4.2) | | 02-Ha | 3.84 (dt, 12.0, 3.4) | | 03-He | 3.95 (s, br) | | 04-Ha | 1.75 | | 04-He | 1.75 | | 05-H | 2.39 (dd, 12.6, 4.2) | | 07-H | 5.82 (d, 2.6) | | 09-Ha | 3.15 (ddd, 8.9, 2.6, 10.8) | | 11-Ha | 1.62 | | 11-He | 1.62 | | 12-Ha | 2.11 (td, 12.6, 4.2) | | 12-He | 1.85 | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | 2.41 (t, 9.1) | | 18-Me | 0.86 (s) | | 19-Me | 0.96 (s) | | 21-Me | 1.30 (s) | | 22-H | 3.79 (dd, 9.4, 2.3) | | 23-Ha | | | 23-Hb | | | 24-Ha | 1.53 | | 24-Hb | 1.53 | | 26-Me | 1.20 (s) | | 27-Me | 1.21 (s) | | 28-H | 5.79 (s) | | 30-H | 6.42 (d, 3.0) | | 31-H | 6.28 (d, 3.0) | | 33-H | 4.51 (s) |
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| M.P. | °C ; | | [α]D25.5 | + 56 ° (c 0.0025; DMSO) | | IR (KBr) ν max (cm-1) | | | UV (DMSO) λ max (log ε) | 258.7 (3.925) ; |
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Permanent link to this datasheet: SERFUROSTERONE A
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