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Year of first isolation: |
2011 |
| Formula: | C28H44O8 |
| Molecular weight: | 508 |
| Occurence in plants: |
Chenopodium quinoa [https://en.wikipedia.org/wiki/Lygodium] »  ![Wikipedia: Chenopodium quinoa [https://en.wikipedia.org/wiki/Lygodium]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC12CCC3C(=CC(=O)C4(C3(CC(C(C4)O)O)C)O)C1(CCC2C(C)(C(CC(=C)C(C)(C)O)O)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@](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](CC(=C)C(C)(C)O)O)O)O)C)O)C » 
| | IUPAC Name | (2S,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methyl-5-methylideneheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 102415266 | InChiKey
[ ChemIDPlus: search ] | NDJHEOYCVMEVAJ-UCDQJOQWSA-N | | InChI | InChI=1S/C28H44O8/c1-15(23(2,3)33)11-21(31)26(6,34)20-8-10-27(35)17-12-22(32)28(36)14-19(30)18(29)13-25(28,5)16(17)7-9-24(20,27)4/h12,16,18-21,29-31,33-36H,1,7-11,13-14H2,2-6H3/t16-,18-,19+,20-,21+,24+,25+,26+,27+,28+/m0/s1 |
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| HR-MS | | | EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | 526 [M+H+NH3]+, 509 [M+H]+, 491 [M+H-H2O]+, 473 [M+H-2H2O]+, 455 [M+H-3H2O]+, 437 [M+H-4H2O]+, 380, 362 |
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| D2O | | 01 | 34.9 | | 02 | 69.5 | | 03 | 70.7 | | 04 | 37.4 | | 05 | 82.4 | | 06 | * | | 07 | 122.3 | | 08 | * | | 09 | 40.4 | | 10 | 47.1 | | 11 | 22.9 | | 12 | 33.7 | | 13 | 49.9 | | 14 | 87.5 | | 15 | 32.8 | | 16 | 22.9 | | 17 | 51.6 | | 18 | 19.6 | | 19 | 18.4 | | 20 | 80.4 | | 21 | 22.1 | | 22 | 77.7 | | 23 | 35.4 | | 24 | 155.1 | | 25 | 76.4 | | 26 | 30.8 | | 27 | 30.8 | | 28 | 111.6 |
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| D2O | | 01-Ha | 1.71 | | 01-He | 1.82 | | 02-Ha | 4.14 (m) | | 03-He | 4.12 (m) | | 04-Ha | 1.86 | | 04-He | 2.05 | | 07-H | 6.00 (d, 2.4) | | 09-H | 3.15 (m, w1/2 = 23) | | 11-Ha | 1.78 | | 11-He | 1.83 | | 12-Ha | 1.97 | | 12-He | 1.97 | | 15-Ha | 1.65 | | 15-Hb | 2.03 | | 16-Ha | 1.76 | | 16-Hb | 1.92 | | 17-H | 2.35 (t, 9.5) | | 18-Me | 0.88 (s) | | 19-Me | 0.94 (s) | | 21-Me | 1.275 (s) | | 22-H | 3.76 (d, 10.3) | | 23-Ha | 2.45 (d, 16) | | 23-Hb | 2.06 (m) | | 26-Me | 1.365 (s) | | 27-Me | 1.370 (s) | | 28-Ha | 5.22 (s, w1/2 = 3) | | 28-Hb | 5.03 (s, w1/2 = 4) |
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| M.P. | °C ; | | [α]D20 | ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | () ; |
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Permanent link to this datasheet: 5β-HYDROXY-24(28)-DEHYDRO-MAKISTERONE A
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