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Year of first isolation: |
2014 |
| Formula: | C30H48O7 |
| Molecular weight: | 520 |
| 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)OC)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)([C@@H]1O[C@@H]([C@@H]([C@H](C1)CC)C)OC)O)O)C)C » 
| | IUPAC Name | (2S,3R,5S,9R,10R,13R,14S,17S)-17-[(1R)-1-[(2R,4S,5R,6S)-4-ethyl-6-methoxy-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 | 102236816 | InChiKey
[ ChemIDPlus: search ] | FRONTTDPNNXTHP-HJPBRRLISA-N | | InChI | InChI=1S/C30H48O7/c1-7-17-12-25(37-26(36-6)16(17)2)29(5,34)24-9-11-30(35)19-13-21(31)20-14-22(32)23(33)15-27(20,3)18(19)8-10-28(24,30)4/h13,16-18,20,22-26,32-35H,7-12,14-15H2,1-6H3/t16-,17+,18+,20-,22-,23+,24+,25-,26+,27-,28-,29-,30-/m1/s1 |
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| HRESI-MS | (negative) [M-H] 519.3328 (caclulated 519.3322 for C30H47O7) | | EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | |
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| CDCl3 | | 01 | 37.7 (t) | | 02 | 68.1 (d) | | 03 | 68.1 (d) | | 04 | 31.3 (t) | | 05 | 51.2 (d) | | 06 | 203.0 (s) | | 07 | 121.9 (d) | | 08 | 164.9 (s) | | 09 | 34.5 (d) | | 10 | 38.7 (s) | | 11 | 21.3 (t) | | 12 | 32.2 (t) | | 13 | 48.2 (s) | | 14 | 84.1 (s) | | 15 | 31.7 (t) | | 16 | 21.3 (t) | | 17 | 50.0 (d) | | 18 | 18.0 (q) | | 19 | 24.4 (d) | | 20 | 76.0 (s) | | 21 | 22.2 (q) | | 22 | 74.2 (d) | | 23 | 26.1 (t) | | 24 | 31.2 (d) | | 25 | 36.3 (d) | | 26 | 103.1 (d) | | 27 | 14.3 (d) | | 28 | 26.1 (t) | | 29 | 10.2 (q) | | OCH3 | 54.9 (q) |
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| CDCl3 | | 01-Ha | 1.36 (dd, 12.6, 3.8) | | 01-He | 1.75 (dd, 12.6, 2.8) | | 02-Ha | 3.84 (m) | | 03-He | 3.90 (m) | | 04-Ha | 1.60 (m) | | 04-He | 1.65 (m) | | 05-H | 2.38 (dd, 10.8, 3.8) | | 07-H | 5.70 (br, s) | | 09-H | 3.18 (dd, 10.8, 3.8) | | 11-Ha | 1.69 (overlapped) | | 11-He | 1.72 (overlapped) | | 12-Ha | 1.89 (m) | | 12-He | 2.18 (m) | | 15-Ha | 1.62 (m) | | 15-Hb | 1.96 (m) | | 16-Ha | 1.69 (pverlapped) | | 16-Hb | 1.72 (overlapped) | | 17-H | 2.34 (dd, 10.8, 2.8) | | 18-Me | 0.90 (s) | | 19-Me | 0.93 (s) | | 21-Me | 1.23 (s) | | 22-H | 3.65 (dd, 10.8, 2.8) | | 23-Ha | 1.37 (ddd, 11.0, 3.2, 2.8) | | 23-Hb | 1.95 (ddd, 11.0, 10.8, 10.2) | | 24-H | 1.49 (ddd, 10.6, 10.2, 3.2) | | 25-H | 1.79 (ddd, 10.8, 10.6, 7.5) | | 26-H | 4.53 (d, 10.8) | | 27-Me | 0.84 (d, 7.5) | | 28-Ha | 1.11 (m) | | 28-Hb | 1.60 (m) | | 29-H | 0.83 (m) | | OCH3 | 3.30 (s) |
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| M.P. | °C ; | | [α]D23.3 | -11.10 ° (c 0.032; MeOH) | | IR (KBr) ν max (cm-1) | 3441 (OH), 2942, 2873, 1715 (carbonyl), 1630 (olefinic), 1451, 1389, 1094 | | UV (CDCl3) λ max (log ε) | 242 (3.75) ; |
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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 15.6 min. | | HPTLC | | | TLC | |
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Permanent link to this datasheet: 2,3,14,20-TETRAHYDROXY-26-METHOXY-6-OXO-STIGMAST-7-ENE-22,26-LACTOL
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