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Year of first isolation: |
1992 |
| Formula: | C19H26O5 |
| Molecular weight: | 334 |
| Occurence in plants: |
Serratula tinctoria [Asteraceae] »  ![Wikipedia: Serratula tinctoria [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(CCC2=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@]1(CCC2=O)O)C)C » 
| | IUPAC Name | (2S,3S,5R,9R,10R,13S,14R)-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,11,12,15,16-decahydrocyclopenta[a]phenanthrene-6,17-dione | | CAS-RN | | | PubChem CID | 101642415 | InChiKey
[ ChemIDPlus: search ] | OMQCWEJQYPUGJG-XZDQPVSKSA-N | | InChI | InChI=1S/C19H26O5/c1-17-9-15(22)14(21)8-12(17)13(20)7-11-10(17)3-5-18(2)16(23)4-6-19(11,18)24/h7,10,12,14-15,21-22,24H,3-6,8-9H2,1-2H3/t10-,12-,14-,15-,17+,18+,19+/m0/s1 |
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| CI-MS (NH3) m/z | 352 (M+H+NH3)+, 335 (M+H)+, 317, 299, 237, 221 | | EI-MS m/z (relative intensity %) | | | 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 | |
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| CD3OD | | 01-Ha | 1.12 (dd, 12,13) | | 01-Hb | | | 02-Ha | 3.70 (ddd, 4,9,12) | | 03-Ha | 3.42 (ddd, 5,9,12) | | 04-Ha | | | 04-He | | | 05-H | 2.14 | | 07-H | 5.92 (d, 2.5) | | 09-Ha | 3.18 (ddd, 2.5,7,11) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 18-Me | 0.88 (s ) | | 19-Me | 0.98 (s ) |
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| M.P. | | | [α]D20 | | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | |
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| HPTLC | | | TLC | | | GLC | | | NP-HPLC | Ret 13.1 min (Column Zorbax-Sil, 25 cm x 4.6 mm i.d., solvent iso-C8-iPrOH-H2O, 100:30:2 v/v/v, flow-rate 1ml.min-1) (20E 22.6 min, rubrosterone 14.4 min) | | RP-HPLC | Ret 5.7 min (Column Spherisorb-5ODS2, 25 cm x 4.6 mm i.d., solvent ACN : 1? TFA in H2O 23:77 v/v, flow-rate 1ml.min-1) (20E 5.2 min, rubrosterone 5.3 min) |
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Permanent link to this datasheet: 3-EPI-RUBROSTERONE
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