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Year of first isolation: |
2009 |
| Formula: | C27H44O9 |
| Molecular weight: | 512 |
| Occurence in plants: |
Silene frivaldskyana [Caryophyllaceae] »  ![Wikipedia: Silene frivaldskyana [Caryophyllaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | [C@@H]1([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](CCC(CO)(C)O)O)O)O)C)C)O » 
[C@@H]1([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](CC[C@@](CO)(C)O)O)O)O)C)C)O »
[C@@H]1([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](CC[C@](CO)(C)O)O)O)O)C)C)O »
| | IUPAC Name | (1S,2R,3R,5R,9R,10R,13R,14S,17S)-1,2,3,14-tetrahydroxy-10,13-dimethyl-17-((2R,3R)-2,3,6,7-tetrahydroxy-6-methylheptan-2-yl)-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 ] | AWDTWBCMHQMBAR-GRKWQUQLSA-N | | InChI | InChI=1S/C27H44O9/c1-23(34,13-28)8-7-20(31)26(4,35)19-6-10-27(36)15-11-17(29)16-12-18(30)21(32)22(33)25(16,3)14(15)5-9-24(19,27)2/h11,14,16,18-22,28,30-36H,5-10,12-13H2,1-4H3/t14-,16-,18+,19-,20+,21+,22+,23?,24+,25+,26+,27+/m0/s1 |
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| HR-MS | | | EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | 530 [M+NH4]+, 512 [M]+ (100), 494, 477, 456, 378, 360 |
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| D2O | | 01 | 76.9 | | 02 | 69.8 | | 03 | 71.5 | | 04 | 34.3 | | 05 | 47.8 | | 06 | n.d. | | 07 | 123.6 | | 08 | n.d. | | 09 | 37.0 | | 10 | 45.0 | | 11 | 22.7 | | 12 | 33.5 | | 13 | 49.7 | | 14 | 87.6 | | 15 | 32.8 | | 16 | 22.5 | | 17 | 51.7 | | 18 | 19.5 | | 19 | 21.4 | | 20 | 80.5 | | 21 | 22.1 | | 22 | 79.8 | | 23 | 27.7 | | 24 | 38.0 | | 25 | 75.7 | | 26 | 71.3 | | 27 | 24.4, 24.9 (2 epimers) |
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| D2O | | 01-He | 3.93 (s, br, w1/2 = 11) | | 02-Ha | 4.05 (t, 1) | | 03-He | 4.15 (s, br, w1/2 = 9) | | 04-Ha | 1.82 | | 04-He | 1.82 | | 05-H | 2.63 (t, 9.2) | | 07-H | 6.00 (d, 2.1) | | 09-Ha | 3.04 (s, br, w1/2 = 22) | | 11-Ha | 1.77 | | 11-He | 1.78 | | 12-Ha | 1.96 | | 12-He | 1.96 | | 15-Ha | 1.67 | | 15-Hb | 2.06 (m) | | 16-Ha | 1.88* | | 16-Hb | 1.78* | | 17-H | 2.32 (t, 9.9) | | 18-Me | | | 19-Me | | | 20-H | | | 21-Me | | | 22-H | 3.43 (d, 10) | | 23-Ha | 1.34 | | 23-Hb | 1.66 | | 24-Ha | 1.76 | | 24-Hb | 1.48 (t, d, 13.4, 3.9) | | 26-CH20H | 3.47 | | 26-Me | | | 27-Me | 1.17 (s), 1.18 (s) (2 epimers) |
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| M.P. | °C ; | | [α]D20 | ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | 242 () ; |
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Permanent link to this datasheet: 26-HYDROXYINTEGRISTERONE A
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