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    Fordine

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    2D Structure
    Also known as: Huperzine a, 120786-18-7, ( inverted exclamation marka)-huperzine a, Fordine, Huperizine a, (-)-huperzine a
    Molecular Formula
    C15H18N2O
    Molecular Weight
    242.32  g/mol
    InChI Key
    ZRJBHWIHUMBLCN-QDEBKDIKSA-N
    (13E)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0,]trideca-2,4,6,10-tetraen-5-ol is a natural product found in Streptomyces coelicoflavus and Huperzia with data available.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (13E)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one
    2.1.2 InChI
    InChI=1S/C15H18N2O/c1-3-11-10-6-9(2)8-15(11,16)12-4-5-14(18)17-13(12)7-10/h3-6,10H,7-8,16H2,1-2H3,(H,17,18)/b11-3+
    2.1.3 InChI Key
    ZRJBHWIHUMBLCN-QDEBKDIKSA-N
    2.1.4 Canonical SMILES
    CC=C1C2CC3=C(C1(CC(=C2)C)N)C=CC(=O)N3
    2.1.5 Isomeric SMILES
    C/C=C/1\C2CC3=C(C1(CC(=C2)C)N)C=CC(=O)N3
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Huperzine A

    2. Huperzine A, (5alpha,9beta,11z)-(-)-isomer

    3. Fordine

    2.2.2 Depositor-Supplied Synonyms

    1. Huperzine A

    2. 120786-18-7

    3. ( Inverted Exclamation Marka)-huperzine A

    4. Fordine

    5. Huperizine A

    6. (-)-huperzine A

    7. (+)-huperzine A

    8. (-)-huperzine A (hupa)

    9. Huperzinea

    10. Ncgc00159362-02

    11. 102518-79-6

    12. (?)-huperazine A

    13. Schembl679315

    14. Chembl394259

    15. Schembl1047469

    16. Chebi:91724

    17. Huperzine A [(-)-huperzine A]

    18. Dtxsid801115670

    19. Hms1362i05

    20. Hms1792i05

    21. Hms3403i05

    22. 103735-86-0

    23. Akos022661860

    24. Akos026750633

    25. Cs-1089

    26. Ncgc00163246-02

    27. Ncgc00163246-03

    28. 5,9-methanocycloocta(b)pyridin-2(1h)-one, 5-amino-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-

    29. As-75811

    30. Hy-17388

    31. (+/-)-huperzine A, Synthetic, >=98% (tlc)

    32. Brd-a47065382-001-02-9

    33. (11e)-5-amino-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-5,9-methanocycloocta[b]pyridin-2(1h)-one

    34. (13e)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,5,10-tetraen-5-ol

    35. (afae'a Centa' Nota Inverted Exclamation Markafasa'a Inverted Exclamation Markafae'adaggeratrade Markafa Centa Centa' Nota Inverted Exclamation Marka'a Not)-huperzine A

    2.3 Create Date
    2005-09-10
    3 Chemical and Physical Properties
    Molecular Weight 242.32 g/mol
    Molecular Formula C15H18N2O
    XLogP30
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count0
    Exact Mass242.141913202 g/mol
    Monoisotopic Mass242.141913202 g/mol
    Topological Polar Surface Area55.1 Ų
    Heavy Atom Count18
    Formal Charge0
    Complexity551
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count2
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Cholinesterase Inhibitors

    Drugs that inhibit cholinesterases. The neurotransmitter ACETYLCHOLINE is rapidly hydrolyzed, and thereby inactivated, by cholinesterases. When cholinesterases are inhibited, the action of endogenously released acetylcholine at cholinergic synapses is potentiated. Cholinesterase inhibitors are widely used clinically for their potentiation of cholinergic inputs to the gastrointestinal tract and urinary bladder, the eye, and skeletal muscles; they are also used for their effects on the heart and the central nervous system. (See all compounds classified as Cholinesterase Inhibitors.)

    Neuroprotective Agents

    Drugs intended to prevent damage to the brain or spinal cord from ischemia, stroke, convulsions, or trauma. Some must be administered before the event, but others may be effective for some time after. They act by a variety of mechanisms, but often directly or indirectly minimize the damage produced by endogenous excitatory amino acids. (See all compounds classified as Neuroprotective Agents.)