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Year of first isolation: |
1988 |
| Formula: | C27H48O5 |
| Molecular weight: | 452 |
| Occurence in plants: |
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| Occurence in animals: |
Mus musculus [Muridae] »  ![Wikipedia: Mus musculus [Muridae]](/images/wikipedia.png)
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| Canonical SMILES | CC(C1CCC2C1(CCC3C2CC(C4C3(CC(C(C4)O)O)C)O)C)C(CCC(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](CC1[C@@H]2CC[C@]2(C1CC[C@@H]2[C@@H]([C@@H](CCC(C)(C)O)O)C)C)O)C » 
C1[C@]2([C@@H](C[C@H]([C@H]1O)O)[C@H](CC1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H]([C@@H](CCC(C)(C)O)O)C)C)O)C »
C1[C@]2([C@@H](C[C@H]([C@H]1O)O)[C@H](CC1[C@@H]2CC[C@]2([C@@H]1CC[C@@H]2[C@@H]([C@@H](CCC(C)(C)O)O)C)C)O)C »
| | IUPAC Name | (2S,3R,5R,6S,8S,9S,10R,13S,14S,17R)-17-[(2S)-3,6-dihydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-2,3,6-triol | | CAS-RN | | | PubChem CID | 122639897 | InChiKey
[ ChemIDPlus: search ] | XOONVXQOWQKNOJ-IHSXCLGUSA-N | | InChI | InChI=1S/C27H48O5/c1-15(21(28)9-10-25(2,3)32)17-6-7-18-16-12-22(29)20-13-23(30)24(31)14-27(20,5)19(16)8-11-26(17,18)4/h15-24,28-32H,6-14H2,1-5H3/t15-,16-,17+,18-,19-,20-,21?,22-,23+,24-,26+,27+/m0/s1 |
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| CI-MS (NH3) m/z | 470 (M+H+NH3)+, 453, 435, 417, 199, 381 | | EI-MS m/z (relative intensity %) | | | HR-MS | |
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| C5D5N | | 01 | | | 02 | | | 03 | | | 04 | | | 05 | | | 06 | | | 07 | | | 08 | | | 09 | | | 10 | | | 11 | | | 12 | | | 13 | | | 14 | | | 15 | | | 16 | | | 17 | | | 18 | | | 19 | | | 20 | | | 21 | | | 22 | | | 23 | | | 24 | | | 25 | | | 26 | | | 27 | |
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| CD3OD | | 01-Ha | 1.45 | | 01-He | 1.65 | | 02-Ha | 3.62 (m, w1/2=22) | | 03-He | 3.97 (m, w1/2=8) | | 04-Ha | 1.62 | | 04-He | 1.85 | | 05-H | 1.9 | | 06-Ha | 4.06 (m, w1/2=21) | | 07-Ha | ~1.1 | | 07-He | ~1.6 | | 09-Ha | | | 11-Ha | | | 11-He | | | 12-Ha | 1.25 | | 12-He | 2.05 | | 14-H | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | 1.5 | | 18-Me | 0.72 (s ) | | 19-Me | 0.99 (s ) | | 20-H | 1.7 | | 21-Me | 0.94 (d, 6.5) | | 22-H | 3.55 | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-Me | 1.18 (s ) | | 27-Me | 1.20 (s ) |
| D2O | | 01-Ha | 1.35 | | 01-He | 1.7 | | 02-Ha | 3.78 | | 03-He | 4.04 | | 04-Ha | 1.7-1.8 | | 04-He | 1.7-1.8 | | 05-H | 1.8 | | 06-Ha | 4.16 | | 07-Ha | 1.1 | | 07-He | 1.6 | | 09-Ha | | | 11-Ha | | | 11-He | | | 12-Ha | 1.25 | | 12-He | 2.02 | | 14-H | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | 1.45 | | 18-Me | 0.68 | | 19-Me | 0.98 | | 20-H | 1.7 | | 21-Me | 0.91 | | 22-H | 3.64 | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-Me | 1.20 | | 27-Me | 1.21 |
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| M.P. | | | [α]D20 | | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | |
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| HPTLC | | | TLC | | | GLC | | | RP-HPLC | [ Zorbax-ODS 250 mm x 4.6 mm i.d., solvent linear gradient 18% to 40% (in 30 min) of ACN in 0.1% TFA in H2O, flow-rate 1 ml.min-1] Ret 22.1 min (E : 14.8 min) | | NP-HPLC | [Zorbax-Sil 250 mm x 4.6 mm i.d., flow-rate 1 ml.min-1] : 1 [solvent CH2Cl2-iPrOH-H2O 125:25:2 v/v/v] Ret 16.8 min (E : 26 min); 2 [solvent CH2Cl2-iPrOH-H2O 125:20:1.5 v/v/v] Ret 20.9 min (E : 33.8 min); 3 [solvent isoC8-iPrOH-H2O 100:30:2 v/v/v] Ret 21.8 min (E 31.2 min) |
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Permanent link to this datasheet: 2β,3β,6α,22R,25-PENTAHYDROXY-5β-CHOLESTANE
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