An ergot alkaloid and 5-HT1A, 5-HT2A, and 5-HT2C receptor agonist
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Lysergol

Item No. 11717

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9,10-didehydro-6-methyl-ergoline-8β-methanol
CAS Number
602-85-7
Synonyms
  • (+)-Lysergol
  • NSC 196867
Molecular Formula
C16H18N2O
Formula Weight
254.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/ml
λmax
227, 242, 311 nm
SMILES
CN1[C@](C2=C[C@@H](CO)C1)([H])CC3=CNC4=CC=CC2=C34
InChi Code
InChI=1S/C16H18N2O/c1-18-8-10(9-19)5-13-12-3-2-4-14-16(12)11(7-17-14)6-15(13)18/h2-5,7,10,15,17,19H,6,8-9H2,1H3/t10-,15-/m1/s1
InChi Key
BIXJFIJYBLJTMK-MEBBXXQBSA-N
Origin
Fungal
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

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    Cayman Chemical
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    Product Description

    Lysergol is an ergot alkaloid that has been found in S. sorghi and an agonist of the serotonin (5-HT) receptor subtypes 5-HT1A, 5-HT2A, and 5-HT2C (EC50s = 73, 1.6, and 6.6 nM, respectively, in a FLIPR assay).1,2 It induces contractions in isolated rat tail arteries (EC50 = 436.5 nM).2 Lysergol (10 µg/ml) also enhances the antibacterial activity of the quinolone antibiotic nalidixic acid (Item No. 19807) against susceptible and drug-resistant E. coli.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yuan, H., Guo, Z., and Luo, T. Synthesis of (+)-lysergol and its analogues to assess serotonin receptor activity. Org. Lett. 19(3), 624-627 (2017).

    2. Pertz, H. Naturally occurring clavines: Antagonism/partial agonism at 5-HT2A receptors and antagonism at α1-adrenoceptors in blood vessels. Planta Med. 62(5), 387-392 (1996).

    3. Maurya, A., Dwivedi, G.R., Darokar, M.P., et al. Antibacterial and synergy of clavine alkaloid lysergol and its derivatives against nalidixic acid-resistant Escherichia coli. Chem. Biol. Drug Des. 81(4), 484-490 (2013).