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Year of first isolation: |
2020 |
| Formula: | C29H44O9 |
| Molecular weight: | 536 |
| Occurence in plants: |
Rhaponticum acaule [Asteraceae] »  ![Wikipedia: Rhaponticum acaule [Asteraceae]](/images/wikipedia.png)
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| Occurence in animals: |
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Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C[C@@]12[C@@](C(C=C3C2[C@H](O)C[C@@]4(C)[C@@]3(O)CC[C@@H]4[C@](C)([C@H](O[C@H](O)[C@@H]/5O)CC5=C(C)/C)O)=O)([H])C[C@@H](O)[C@@H](O)C1 » 
| | IUPAC Name | (2S,3R,5R,10R,11R,13R,14S,17S)-17-((R)-1-((2R,5R,6S)-5,6-dihydroxy-4-(propan-2-ylidene)tetrahydro-2H-pyran-2-yl)-1-hydroxyethyl)-2,3,11,14-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | | InChiKey
[ ChemIDPlus: search ] | OCWFUZDLPYVGLK-HZSVVOAMSA-N | | InChI | InChI=1S/C29H44O9/c1-13(2)14-8-22(38-25(35)24(14)34)28(5,36)21-6-7-29(37)16-10-17(30)15-9-18(31)19(32)11-26(15,3)23(16)20(33)12-27(21,29)4/h10,15,18-25,31-37H,6-9,11-12H2,1-5H3/t15-,18+,19-,20+,21-,22+,23?,24+,25-,26-,27+,28+,29+/m0/s1 |
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| HRESIMS (negative ion mode) m/z | 535.2901 [M-H]–, (positive mode 537.3053 [M+H]+, , and 559.2871 [M+Na]+, , calc. for C29H44O9 536.2985 |
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| CD3OD | | 01 | 39.0 | | 02 | 68.9 | | 03 | 68.5 | | 04 | 33.2 | | 05 | 52.7 | | 06 | 206.7 | | 07 | 122.7 | | 08 | 168.7 | | 09 | 42.8 | | 10 | 39.9 | | 11 | 69.4 | | 12 | 43.6 | | 13 | 48.3 | | 14 | 84.9 | | 15 | 31.8 | | 16 | 21.7 | | 17 | 50.4 | | 18 | 19.2 | | 19 | 24.6 | | 20 | 77.1 | | 21 | 21.6 | | 22 | 81.5 | | 23 | 26.1 | | 24 | 129.4 | | 25 | 130.9 | | 26 | 20.08 | | 27 | 20.59 | | 28 | 68.5 | | 29 | 97.3 |
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| CD3OD | | 01-Ha | 1.39 (dd, 12.7, 12.7) | | 01-Hb | 2.88 (ss, 12.7, 5.0) | | 02-Ha | 4.02 (ddd, 12.0, 7.0, 3.4) | | 03-He | 3.96 (br s) | | 04-Ha | 1.78 | | 04-Hb | 1.70 | | 05-H | 2.34 (dd, 13.2, 2.9) | | 07-H | 5.81 (d, 2.2) | | 09-H | 3.16 (dd, 9.0, 2.5) | | 11-H | 4.11 (ddd, 15.8, 10.2, 6.6) | | 12-Ha | Z.Z2 (dd "t", 12.0, 12.0) | | 12-Hb | 2.10 (dd;, 12.0, 6.3) | | 15-Ha | 1.97 (m) | | 15-Hb | 1.60 (m) | | 16-Ha | 1.99 | | 16-Hb | 1.75 | | 17-H | 2.43 (ss "t", 8.3) | | 18-Me | 0.84 (s) | | 19-Me | 1.06 (s) | | 21-Me | 1.33 (s) | | 22-H | 3.19 (dd, 12.1, 2.0) | | 23-Ha | 2.48 (dd) | | 23-Hb | 2.08 (dd) | | 26-Me | 1.80 (d, 1.6) | | 27-Me | 1.75 (s) | | 28-H | 4.41 (d, 1.2) | | 29-H | 4.51 (d, 1.2) |
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| M.P. | — °C ; | | [α]D20 | +32.3° (c 0.124 ; MeOH) | | IR (KBr) ν max (cm-1) | 3370, 2963, 29.34, 1648, 1443, 1377, 1032 | | UV (MeOH) λ max (log ε) | 230 nm (-) ; |
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Permanent link to this datasheet: RHAPOCASTERONE A
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