Dihydrolysergic acid
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Dihydrolysergic acid is a fungal ergot alkaloid and also the dihydro analog of lysergic acid. Dihydrolysergic acid serves as a precursor for vasodilatory ergot alkaloid-derived drugs. Dihydrolysergic acid can be biosynthesized by expressing intron-free synthetic Claviceps africana cloA in an Neosartorya fumigata easM knockout strain.
For research use only. We do not sell to patients.
- Purity: 99.89%
- CAS No.: 5878-43-3
- Formula: C16H18N2O2
- Molecular Weight:270.33
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Storage:Powder -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month
All Endogenous Metabolite Isoforms
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Biological Activity
Dihydrolysergic acid (compound 1) is prepared via alkaline catalytic hydrolysis of Methyl (6aR,9R,10aR)-7-Methyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxylate (compound 18)[1].
Dihydrolysergic acid (DHLA) is biosynthesized when intron-free synthetic Claviceps africana cloA is expressed in festuclavine-accumulating Neosartorya fumigata easM knockout strains[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 5878-43-3
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Appearance Solid
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Molecular Weight 270.33
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Formula C16H18N2O2
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Color White to off-white
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SMILES
CN1[C@@]2([H])[C@@](C[C@H](C1)C(O)=O)([H])C3=CC=CC4=C3C(C2)=CN4
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Structure Classification
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Initial Source
Claviceps gigantea
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years In solvent -80°C 6 months -20°C 1 month
Purity & Documentation
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Data Sheet (268 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
[1]. Lee K, et al. Total synthesis of dihydrolysergic acid and dihydrolysergol: development of a divergent synthetic strategy applicable to rapid assembly of D-ring analogs. Tetrahedron. 2015 Sep 02;71(35):5897-5905. [Content Brief]
[2]. Arnold SL, et al. Biosynthesis of the Pharmaceutically Important Fungal Ergot Alkaloid Dihydrolysergic Acid Requires a Specialized Allele of . Applied and environmental microbiology. 2017 Jul 15;83(14):e00805-17. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)