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    Anandamide molecular structure

    Anandamide Stats & Data

    NPS DataHub
    MW347.54
    FormulaC22H37NO2
    CAS94421-68-8
    IUPAC(5~{Z},8~{Z},11~{Z},14~{Z})-~{N}-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide
    SMILESCCCCCC=CCC=CCC=CCC=CCCCC(=O)NCCO
    InChIKeyLGEQQWMQCRIYKG-DOFZRALJSA-N
    Chemical Class N-acylethanolamine

    Measured Affinities

    Guide to PHARMACOLOGY

    Measured binding and functional data for anandamide, curated by the IUPHAR/BPS Guide to PHARMACOLOGY. Each row cites the paper it came from. Lower concentrations mean tighter binding — a value in the sub-nanomolar range indicates a very potent interaction.

    Target Action Measure Value Concentration Species Source
    GPR55 GPR55 Agonist pEC50 7.74 18.2 nM Human PMID 17876302
    glycine receptor α1 subunit GLRA1 Potentiation pEC50 7.4 39.81 nM Human —
    Glycine Receptor (All subtypes) Potentiation pEC50 7.2 63.1 nM None PMID 18755158
    Cav3.2 CACNA1H Antagonist pIC50 6.5 316.23 nM Human PMID 11742980
    K2P3.1 KCNK3 Channel blocker pIC50 6.15 707.95 nM Human PMID 11226154
    Cav3.3 CACNA1I Antagonist pIC50 6 1,000 nM Human PMID 11742980
    TRPV1 TRPV1 Agonist pEC50 5.9 1,259 nM Human PMID 10694225
    K2P3.1 KCNK3 Inhibition pIC50 5.6 2,512 nM Human PMID 11226154
    Kv1.2 KCNA2 Pore blocker pIC50 5.6 2,512 nM Human PMID 8938728
    GPR18 GPR18 Full agonist pEC50 5.42 3,802 nM Human PMID 21595653
    Cav3.1 CACNA1G Antagonist pIC50 5.4 3,981 nM Human PMID 11742980
    TRPV1 Trpv1 Agonist pEC50 5.3 5,012 nM Rat PMID 10440374
    TRPV1 TRPV1 Activation pEC50 5 10,000 nM Human PMID 12761211
    CB1 receptor CNR1 Partial agonist pKi — — Human —
    CB2 receptor CNR2 Partial agonist pKi — — Human —
    K2P9.1 KCNK9 Inhibitor - — — Human PMID 10747866

    Reading this. pKi, pEC50 and pIC50 are negative log molar values, so a higher number means a tighter interaction; the concentration column converts them for you. Values from non-human species are laboratory measurements and do not translate directly to human effect. Receptor affinity is not a dose — it describes what a molecule binds, not how much of it is safe to take.

    Receptor data from the IUPHAR/BPS Guide to PHARMACOLOGY (v2026.2), licensed CC BY-SA 4.0. Matched to this substance by InChIKey.

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