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Year of first isolation: |
2010 |
| Formula: | C33H52O11 |
| Molecular weight: | 624 |
| 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)(C1CC2C3(C1(CCC4C3=CC(=O)C5C4(CC(C(C5)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)O2)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@]31[C@H](C[C@@H]2[C@](C)([C@@H](CCC(C)C)O)O)O3)C)C » 
| | IUPAC Name | (2S,4S,6S,7R,10R,11R,13S,14R,16R)-6-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-13-hydroxy-7,11-dimethyl-14-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadec-1(18)-en-17-one | | CAS-RN | | | PubChem CID | 101514322 | InChiKey
[ ChemIDPlus: search ] | DXNDVPXPNDDWTO-IEAOMMROSA-N | | InChI | InChI=1S/C33H52O11/c1-15(2)6-7-24(37)32(5,41)23-12-25-33(44-25)17-10-19(35)18-11-21(42-29-28(40)27(39)26(38)22(14-34)43-29)20(36)13-30(18,3)16(17)8-9-31(23,33)4/h10,15-16,18,20-29,34,36-41H,6-9,11-14H2,1-5H3/t16-,18-,20-,21+,22+,23-,24+,25-,26+,27-,28+,29+,30+,31+,32+,33-/m0/s1 |
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| ESI-MS (positive) m/z | 647 [M+Na]+, 1271 [2M +Na]+ | | ESI-MS (negative) m/z | 623 [M-H]-, 659 [M+Cl]- |
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| DMSO-d6 | | 01 | 37.3 | | 02 | 65.7 | | 03 | 74.1 | | 04 | 29.1 | | 05 | 50.1 | | 06 | 202.1 | | 07 | 122.6 | | 08 | 157.2 | | 09 | 36.9 | | 10 | 38.2 | | 11 | 20.0 | | 12 | 33.8 | | 13 | 40.3 | | 14 | 71.0 | | 15 | 58.8 | | 16 | 26.5 | | 17 | 46.3 | | 18 | 15.8 | | 19 | 23.6 | | 20 | 74.7 | | 21 | 20.4 | | 22 | 75.5 | | 23 | 29.1 | | 24 | 35.9 | | 25 | 27.4 | | 26 | 22.3 | | 27 | 22.9 | | [sugar] 1' | 101.4 | | [sugar] 2' | 72.8 | | [sugar] 3' | 76.6 | | [sugar] 4' | 70.1 | | [sugar] 5' | 77.1 | | [sugar] 6' | 61.1 |
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| DMSO-d6 | | 01-Ha | 1.30 (m) | | 01-He | 1.66 (m) | | 02-Ha | 3.71 (m) | | 03-He | 3.94 (br, s) | | 04-Ha | 1.35 (m) | | 04-He | 1.68 (m) | | 05-H | 2.30 (dd, 3.3, 13.2) | | 07-H | 5.82 (d, 2.2) | | 09-H | 2.73 (m) | | 11-Ha | 1.62 (m) | | 11-He | 1.77 (m) | | 12-Ha | 1.64 (m) | | 12-He | 2.05 (m) | | 15-Hb | 3.99 (br, s) | | 16-Ha | 1.72 | | 16-Hb | 1.81 | | 17-H | 1.50 | | 18-Me | 0.89 (s) | | 19-Me | 0.89 (s) | | 21-Me | 1.03 (s) | | 22-H | 3.10 (m) | | 23-Ha | 1.23 (m) | | 23-Hb | 1.07 (m) | | 24-Ha | 1.34 (m) | | 24-Hb | 1.14 (m) | | 25-H | 1.48 (m) | | 26-Me | 0.83 (d, 6.8) | | 27-Me | 0.84 (d, 6.8) | | [sugar] 1' | 4.20 (d, 7.8) | | [sugar] 2' | 3.04 (t, 8.4) | | [sugar] 3' | 3.14 (t, 8.4) | | [sugar] 4' | 3.04 (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 | + 14.2 ° (c 0.29; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | 241 (3.38) ; |
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Permanent link to this datasheet: BRAINESTEROSIDE A
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