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Year of first isolation: |
2010 |
| Formula: | C33H52O10 |
| Molecular weight: | 608 |
| 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)(C1CC=C2C1(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(C1=CC[C@@H]2[C@](C)([C@@H](CCC(C)C)O)O)C)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,17S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-2-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,9,11,12,16,17-decahydrocyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 101514323 | InChiKey
[ ChemIDPlus: search ] | VGJBFMQFJIFARZ-POJUCENFSA-N | | InChI | InChI=1S/C33H52O10/c1-16(2)6-9-26(37)33(5,41)25-8-7-18-17-12-21(35)20-13-23(42-30-29(40)28(39)27(38)24(15-34)43-30)22(36)14-32(20,4)19(17)10-11-31(18,25)3/h7,12,16,19-20,22-30,34,36-41H,6,8-11,13-15H2,1-5H3/t19-,20-,22-,23+,24+,25-,26+,27+,28-,29+,30+,31-,32+,33+/m0/s1 |
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| ESI-MS (positive) m/z | 609 [M+H]+, 631 [M +Na]+ | | ESI-MS (negative) m/z | 607 [M-H]-, 643 [M+Cl]- |
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| DMSO-d6 | | 01 | 37.3 | | 02 | 65.7 | | 03 | 74.2 | | 04 | 29.2 | | 05 | 49.8 | | 06 | 201.4 | | 07 | 119.8 | | 08 | 155.1 | | 09 | 37.5 | | 10 | 38.4 | | 11 | 20.0 | | 12 | 39.0 | | 13 | 47.1 | | 14 | 148.9 | | 15 | 128.4 | | 16 | 30.5 | | 17 | 57.1 | | 18 | 19.5 | | 19 | 23.2 | | 20 | 74.9 | | 21 | 20.0 | | 22 | 75.6 | | 23 | 29.1 | | 24 | 36.0 | | 25 | 27.4 | | 26 | 22.2 | | 27 | 22.8 | | [sugar] 1' | 101.3 | | [sugar] 2' | 72.7 | | [sugar] 3' | 76.4 | | [sugar] 4' | 70.0 | | [sugar] 5' | 76.9 | | [sugar] 6' | 61.0 |
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| DMSO-d6 | | 01-Ha | 1.30 (t, 12.8) | | 01-He | 1.65 (dd, 4.0, 12.8) | | 02-Ha | 3.69 (m) | | 03-He | 3.90 (br, s) | | 04-Ha | 1.49 (m) | | 04-He | 1.70 (m) | | 05-H | 2.25 (dd, 4.0, 13.2) | | 07-H | 5.96 (d, 2.4) | | 09-H | 2.69 (m) | | 11-Ha | 1.57 (m) | | 11-He | 1.71 (m) | | 12-Ha | 1.56 (m) | | 12-He | 2.16 (m) | | 15-H | 6.05 (br, s) | | 16-Ha | 2.08 (m) | | 16-Hb | 2.52 (m) | | 17-H | 20.1 (dd, 8.4, 9.6) | | 18-Me | 1.09 | | 19-Me | 0.84 (s) | | 21-Me | 1.04 (s) | | 22-H | 3.13 (m) | | 23-Ha | 1.40 (m) | | 23-Hb | 1.11 (m) | | 24-Ha | 1.40 (m) | | 24-Hb | 1.11 (m) | | 25-H | 1.49 (m) | | 26-Me | 0.84 (d, 6.8) | | 27-Me | 0.85 (d, 6.8) | | [sugar] 1' | 4.22 (d, 7.6) | | [sugar] 2' | 3.04 (m) | | [sugar] 3' | 3.14 (m) | | [sugar] 4' | 3.04 (m) | | [sugar] 5' | 3.10 (m) | | [sugar] 6'a | 3.63 (br, d, 11.6) | | [sugar] 6'b | 3.40 (dd, 5.2, 11.6) |
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| M.P. | °C ; | | [α]D20 | - 80.8 ° (c 0.15; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | 249 (3.65), 296 (3.74) ; |
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Permanent link to this datasheet: BRAINESTEROSIDE B
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