| Identification | Back Directory | [Name]
Ajugol | [CAS]
52949-83-4 | [Synonyms]
Ajugol
Ajugol, BR
[(1S)-1,4aα,5,6,7,7aα-Hexahydro-5α,7α-dihydroxy-7-methylcyclopenta[c]pyran-1-yl]β-D-glucopyranoside
β-D-Glucopyranoside, (1S,4aR,5R,7S,7aS)-1,4a,5,6,7,7a-hexahydro-5,7-dihydroxy-7-methylcyclopenta[c]pyran-1-yl
beta-D-Glucopyranoside (1S,4aR,5R,7S,7aS)-1,4a,5,6,7,7a-hexahydro-5,7-dihydroxy-7-methylcyclopenta[c]pyran-1-yl
(2S,3S,4R,5R,6S)-6-[[(4aS,7S,7aR)-7-hydroxy-7-methyl-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl]oxy]-2-(hydroxymethyl)oxane-2,3,4,5-tetrol | [Molecular Formula]
C15H24O9 | [MDL Number]
MFCD28902296 | [MOL File]
52949-83-4.mol | [Molecular Weight]
348.35 |
| Chemical Properties | Back Directory | [Boiling point ]
617.9±55.0 °C(Predicted) | [density ]
1.57 | [storage temp. ]
Store at -20°C | [solubility ]
DMSO : ≥ 3.7 mg/mL (10.62 mM) | [form ]
Solid | [pka]
12.80±0.70(Predicted) | [color ]
White to off-white | [InChI]
InChI=1/C15H24O9/c1-15(21)4-7(17)6-2-3-22-13(9(6)15)24-14-12(20)11(19)10(18)8(5-16)23-14/h2-3,6-14,16-21H,4-5H2,1H3/t6-,7+,8+,9+,10+,11-,12+,13-,14-,15-/s3 | [InChIKey]
VELYAQRXBJLJAK-HWRKDDHMNA-N | [SMILES]
O([C@]1([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@@H]1OC=C[C@@]2([H])[C@H](O)C[C@@](O)(C)[C@@]12[H] |&1:1,4,7,9,11,13,17,19,22,25,r| |
| Hazard Information | Back Directory | [Chemical Properties]
Pale yellow powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Rehmannia root. | [Uses]
Ajugol is an iridoid glycoside that can be isolated from Leonurus artemisia. Ajugol has anti-protozoal activity againt Trypanosoma b. rhodesiense with an IC50 of 31.8 μg/mL[1]. | [IC 50]
Trypanosoma | [References]
[1] Deniz Tasdemir, et al. Anti-protozoal and plasmodial FabI enzyme inhibiting metabolites of Scrophularia lepidota roots. Phytochemistry. 2005 Feb;66(3):355-62. DOI:10.1016/j.phytochem.2004.11.013 |
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