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Year of first isolation: |
2014 |
| Formula: | C29H46O7 |
| Molecular weight: | 506 |
| Occurence in plants: |
Diplopterygium rufopilosum [Gleicheniaceae] »  ![Wikipedia: Diplopterygium rufopilosum [Gleicheniaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CCC1CC(OC(C1C)O)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)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(CC[C@@H]2[C@@]([C@@H]1O[C@@H]([C@@H]([C@H](C1)CC)C)O)(C)O)O)C)C » 
(5b-H »
epimer) »
| | IUPAC Name | (2S,3R,5S,9R,10R,13R,14S,17S)-17-[(1R)-1-[(2R,4S,5R,6S)-4-ethyl-6-hydroxy-5-methyloxan-2-yl]-1-hydroxyethyl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 102236817 | InChiKey
[ ChemIDPlus: search ] | FJOKKLPRYWQGHN-SMVDHQRDSA-N | | InChI | InChI=1S/C29H46O7/c1-6-16-11-24(36-25(33)15(16)2)28(5,34)23-8-10-29(35)18-12-20(30)19-13-21(31)22(32)14-26(19,3)17(18)7-9-27(23,29)4/h12,15-17,19,21-25,31-35H,6-11,13-14H2,1-5H3/t15-,16+,17+,19-,21-,22+,23+,24-,25+,26-,27-,28-,29-/m1/s1 |
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| HRESI-MS | (negative) [M-H] 505.3162 (calculated 505.3165 for C29H45O7) | | EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | |
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| CDCl3 | | 01 | 37.7 (t) | | 02 | 68.0 (d) | | 03 | 67.9 (d) | | 04 | 31.1 (t) | | 05 | 51.2 (d) | | 06 | 203.7 (s) | | 07 | 121.4 (d) | | 08 | 165.1 (s) | | 09 | 34.3 (d) | | 10 | 38.5 (s) | | 11 | 20.9 (t) | | 12 | 31.9 (t) | | 13 | 47.8 (s) | | 14 | 84.0 (s) | | 15 | 31.8 (t) | | 16 | 21.5 (t) | | 17 | 49.9 (d) | | 18 | 17.8 (q) | | 19 | 24.4 (d) | | 20 | 75.9 (s) | | 21 | 22.1 (q) | | 22 | 74.1 (d) | | 23 | 25.9 (t) | | 24 | 31.0 (d) | | 25 | 39.1 (d) | | 26 | 98.9 (d) | | 27 | 14.0 (d) | | 28 | 8.9 (t) | | 29 | 9.9 (q) |
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| CDCl3 | | 01-Ha | 1.38 (dd, 12.8, 3.8) | | 01-He | 1.78 (dd, 12.8, 2.8) | | 02-Ha | 3.87 (m) | | 03-He | 3.92 (m) | | 04-Ha | 1.61 (m) | | 04-He | 1.66 (m) | | 05-H | 2.41 (dd, 10.8, 3.8) | | 07-H | 5.73 (s) | | 09-H | 3.21 (dd, 10.8, 3.8) | | 11-Ha | 1.72 (m) | | 11-He | 1.74 (m) | | 12-Ha | 1.82 (m) | | 12-He | 2.21 (m) | | 15-Ha | 1.62 (m) | | 15-Hb | 2.00 (m) | | 16-Ha | 1.70 (m) | | 16-Hb | 1.73 (m) | | 17-H | 2.37 (dd, 10.8, 2.8) | | 18-Me | 0.90 (s) | | 19-Me | 0.94 (s) | | 21-Me | 1.25 (s) | | 22-H | 3.67 (dd, 10.8, 2.8) | | 23-Ha | 1.39 (ddd, 11.0, 3.2, 2.8) | | 23-Hb | 1.98 (ddd, 11.0, 10.8, 10.2) | | 24-H | 1.51 (ddd, 10.6, 10.2, 3.2) | | 25-H | 1.56 (ddd, 10.8, 10.6, 7.5) | | 26-H | 4.89 (d, 10.8) | | 27-Me | 0.85 (d, 7.5) | | 28-Ha | 1.12 (m) | | 28-Hb | 1.59 (m) | | 29-H | 0.85 (m) |
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| M.P. | °C ; | | [α]D23.3 | -17.31 ° (c 0.054; MeOH) | | IR (KBr) ν max (cm-1) | 3414 (OH), 2964, 2879, 1651 (carbonyl), 1547 (olefinic), 1462, 1059, 872 | | UV (CDCl3) λ max (log ε) | 242 (3.95) ; |
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| RP-HPLC | column 220 mm x 25 mm, 10 m, Merck C18, 15 mL/min, MeOH/H2O gradient 45 to 70%, retention time 18.7 min. | | HPTLC | | | TLC | |
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Permanent link to this datasheet: 2,3,14,20,26-PENTAHYDROXY-6-OXO-STIGMAST-7-ENE-22,26-LACTOL
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