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Year of first isolation: |
2010 |
| Formula: | C33H54O10 |
| Molecular weight: | 610 |
| Occurence in plants: |
Brainea insignis [Blechnaceae] »  ![Wikipedia: Brainea insignis [Blechnaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC(C)CCC(C(C)C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)OC5C(C(C(C(O5)CO)O)O)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@H]1C(C([C@@H](C(O1)CO)O)O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@H](C)[C@@H](CCC(C)C)O)O)C)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17R)-2,14-dihydroxy-17-[(2S,3R)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 101514325 | InChiKey
[ ChemIDPlus: search ] | UVTRNQDEASOAEI-CRTQUAMDSA-N | | InChI | InChI=1S/C33H50O11/c1-15(2)6-9-23(36)33(5,42)22-8-7-16-24-17(10-11-31(16,22)3)32(4)13-19(35)20(12-18(32)25(37)27(24)39)43-30-29(41)28(40)26(38)21(14-34)44-30/h7,15,19-23,26,28-30,34-38,40-42H,6,8-14H2,1-5H3/t19-,20+,21+,22-,23+,26+,28-,29+,30+,31-,32+,33+/m0/s1 |
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| ESI-MS (positive) m/z | 611 [M+H]+, 633 [M+Na]+, 1243 [2M +Na]+ | | ESI-MS (negative) m/z | 609 [M-H]-, 645 [M+Cl]-, 1219 [2M-H]- |
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| DMSO-d6 | | 01 | 37.5 | | 02 | 66.1 | | 03 | 74.2 | | 04 | 29.2 | | 05 | 50.1 | | 06 | 202.4 | | 07 | 120.4 | | 08 | 164.9 | | 09 | 33.1 | | 10 | 37.7 | | 11 | 20.1 | | 12 | 30.3 | | 13 | 46.4 | | 14 | 82.7 | | 15 | 30.6 | | 16 | 25.7 | | 17 | 47.1 | | 18 | 15.3 | | 19 | 23.6 | | 20 | 41.8 | | 21 | 12.8 | | 22 | 71.6 | | 23 | 27.1 | | 24 | 35.9 | | 25 | 27.5 | | 26 | 22.4 | | 27 | 23.0 | | [sugar] 1' | 101.1 | | [sugar] 2' | 72.8 | | [sugar] 3' | 76.5 | | [sugar] 4' | 70.1 | | [sugar] 5' | 77.0 | | [sugar] 6' | 61.0 |
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| DMSO-d6 | | 01-Ha | 1.28 (t, 12.8) | | 01-He | 1.62 (m) | | 02-Ha | 3.65 (br d, 11.6) | | 03-He | 3.94 (br, s) | | 04-Ha | 1.49 (m) | | 04-He | 1.69 (td, 4.0, 13.2) | | 05-H | 2.25 (dd, 4.0, 13.2) | | 07-H | 5.64 (d, 2.0) | | 09-H | 2.99 (m) | | 11-Ha | 1.47 (m) | | 11-He | 1.62 (m) | | 12-Ha | 1.99 (dt, 8.6, 10.0) | | 12-He | 1.58 (m) | | 15-Ha | 1.76 (m) | | 15-Hb | 1.48 (m) | | 16-Ha | 1.74 (m) | | 16-Hb | 1.31 (m) | | 17-H | 1.83 (td, 8.6, 10.0) | | 18-Me | 0.57 (s) | | 19-Me | 0.85 (s) | | 20-H | 1.55 (m) | | 21-Me | 0.81 (d, 6.8) | | 22-H | 3.38 (m) | | 23-Ha | 1.21 (m) | | 23-Hb | 1.06 (m) | | 24-Ha | 1.33 (m) | | 24-Hb | 1.07 (m) | | 25-H | 1.47 (m) | | 26-Me | 0.84 (d, 6.8) | | 27-Me | 0.86 (d, 6.8) | | [sugar] 1' | 4.22 (d, 7.8) | | [sugar] 2' | 3.03 (t, 8.4) | | [sugar] 3' | 3.15 (t, 8.4) | | [sugar] 4' | 3.01 (t, 8.4) | | [sugar] 5' | 3.10 (m) | | [sugar] 6'a | 3.65 (br, d, 11.6) | | [sugar] 6'b | 3.39 (dd, 5.6, 11.6) |
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| M.P. | °C ; | | [α]D20 | + 32.4 ° (c 0.18; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | 243 (3.89) ; |
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Permanent link to this datasheet: BRAINESTEROSIDE D
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