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Year of first isolation: |
2013 |
| Formula: | C30H48O7 |
| Molecular weight: | 520 |
| Occurence in plants: |
Vitex doniana [Lamiaceae (alt. Labiatae)] »  ![Wikipedia: Vitex doniana [Lamiaceae (alt. Labiatae)]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC5C(C4)OC(O5)(C)C)C)C)O)C(CC(C(C)(C)O)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@@H]3[C@H]1OC(O3)(C)C)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@H](C)[C@@H](CC(C(C)(C)O)O)O)O)C)C » 
C1[C@]2([C@@H](C[C@@H]3[C@H]1OC(O3)(C)C)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@H](C)[C@@H](C[C@H](C(C)(C)O)O)O)O)C)C »
C1[C@]2([C@@H](C[C@@H]3[C@H]1OC(O3)(C)C)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@H](C)[C@@H](C[C@@H](C(C)(C)O)O)O)O)C)C »
| | IUPAC Name | (2R,4S,8R,10R,14S,17R,18R)-14-hydroxy-2,6,6,18-tetramethyl-17-[(2S,3S)-3,5,6-trihydroxy-6-methylheptan-2-yl]-5,7-dioxapentacyclo[11.7.0.02,10.04,8.014,18]icos-12-en-11-one | | CAS-RN | | | PubChem CID | 71533240 | InChiKey
[ ChemIDPlus: search ] | GLOKIJZEXUWRGI-HDKHKHKGSA-N | | InChI | InChI=1S/C30H48O7/c1-16(21(31)14-25(33)26(2,3)34)17-9-11-30(35)19-12-22(32)20-13-23-24(37-27(4,5)36-23)15-28(20,6)18(19)8-10-29(17,30)7/h12,16-18,20-21,23-25,31,33-35H,8-11,13-15H2,1-7H3/t16-,17+,18?,20-,21-,23+,24-,25?,28+,29+,30+/m0/s1 |
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| HR-ESI-MS (ToF) | m/z 543.4561, calc. 543.4560 [M+Na] + | | ESI-MS m/z (relative intensity %) | 520.7 [M]+ (20), 502 [M-H2O]+ (5), 484 [M-2H2O]+ (25), 466 [M-3H2O]+ (5), 448 [M-4H2O]+ (2), 360 (50), 342 (80), 300 (100), 282 (20); 161 (40), 125 (30), |
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| C5D5N | | 01 | 45.0 | | 02 | 75.1 | | 03 | 73.6 | | 04 | 25.7 | | 05 | 54.9 | | 06 | 205.9 | | 07 | 122.4 | | 08 | 155.4 | | 09 | 35.2 | | 10 | 39.2 | | 11 | 21.2 | | 12 | 33.7 | | 13 | 44.6 | | 14 | 85.7 | | 15 | 31.8 | | 16 | 22.2 | | 17 | 51.5 | | 18 | 17.0 | | 19 | 24.1 | | 20 | 40.4 | | 21 | 18.5 | | 22 | 77.8 | | 23 | 27.0 | | 24 | 79.1 | | 25 | 68.7 | | 26 | 29.8 | | 27 | 28.6 | | Me2C(O)2 | 28.6, 27.1 | | OCO | 108.5 |
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| C5D5N | | 01-Ha | 1.77-1.80 (m) | | 01-He | 1.99-2.00 (m) | | 02-Ha | 4.18 (m, w1/2=18.6) | | 03-He | 3.94 (m, w1/2=3) | | 04-Ha | 1.74-1.77 (m) | | 04-He | 1.55-1.58 (m) | | 05-H | 2.45 (dd, 11.1, 3.6) | | 07-H | 5.80 (d, 2.7) | | 09-H | 3.13 (t, 7) | | 11-Ha | 1.77-1.81 (m) | | 11-He | 1.71-1.75 (m) | | 12-Ha | 1.95-1.97 (m) | | 12-He | 2.10 (dd, 12.9, 5) | | 15-Ha | 1.64-1.67 (m) | | 15-Hb | 1.77-1.80 (m) | | 16-Ha | 1.69-1.73 (m) | | 16-Hb | 2.36 (m, w1/2=5.4) | | 17-H | 2.50 (m, w1/2=13) | | 18-Me | 0.90 (s) | | 19-Me | 0.96 (s) | | 20-H | 1.99 (m) | | 21-Me | 1.41 (d, 6) | | 22-H | 3.82 (dt, 15.4) | | 23-Ha | 2.07-2.12 (m) | | 23-Hb | 2.07-2.12 (m) | | 24-H | 3.52 (m, w1/2=10.5) | | 26-Me | 1.31 (s) | | 27-Me | 1.29 (s) |
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| M.P. | 158-160 °C ; | | [α]D25 | + 56.4 ° (c 0.9; MeOH) | | IR (KBr) ν max (cm-1) | 3423, 2937,, 1653, 1462, 1376, 1050 | | UV (MeOH) λ max (log ε) | 244 (3.95) ; |
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Permanent link to this datasheet: 24-HYDROXYECDYSONE 2,3-ACETONIDE
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