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    Lysergol API

    ACTIVE PHARMA INGREDIENTS

    PharmaCompass
    Xls

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    2D Structure
    Also known as: 602-85-7, Lysergole, Ntr684z1az, Chembl39947, 1413-67-8, Chebi:60528
    Molecular Formula
    C16H18N2O
    Molecular Weight
    254.33  g/mol
    InChI Key
    BIXJFIJYBLJTMK-MEBBXXQBSA-N
    FDA UNII
    NTR684Z1AZ
    Lysergol is an alkaloid of the ergoline family that occurs as a minor constituent in some species of fungi (most within Claviceps), and in the morning glory family of plants (Convolvulaceae), including the hallucinogenic seeds of Rivea corymbosa (ololiuhqui), Argyreia nervosa (Hawaiian baby woodrose) and Ipomoea violacea. As it is derived from dimethylergoline, it is referred to as a clavine. Lysergol can be utilized as an intermediate in the manufacture of some ergoloid medicines. Long term exposure to some ergoline alkaloids can cause ergotism, a disease causing convulsive and gangrenous symptoms. (L1918, L1928)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinolin-9-yl]methanol
    2.1.2 InChI
    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
    2.1.3 InChI Key
    BIXJFIJYBLJTMK-MEBBXXQBSA-N
    2.1.4 Canonical SMILES
    CN1CC(C=C2C1CC3=CNC4=CC=CC2=C34)CO
    2.1.5 Isomeric SMILES
    CN1C[C@@H](C=C2[C@H]1CC3=CNC4=CC=CC2=C34)CO
    2.2 Other Identifiers
    2.2.1 UNII
    NTR684Z1AZ
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 9,10-didehydro-6-methylergoline-8b-methanol

    2. Isolysergol

    3. Lysergol, (8alpha)-isomer

    2.3.2 Depositor-Supplied Synonyms

    1. 602-85-7

    2. Lysergole

    3. Ntr684z1az

    4. Chembl39947

    5. 1413-67-8

    6. Chebi:60528

    7. [(6ar,9r)-7-methyl-6,6a,8,9-tetrahydro-4h-indolo[4,3-fg]quinolin-9-yl]methanol

    8. ((6ar,9r)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinolin-9-yl)methanol

    9. (6-methyl-9,10-didehydroergolin-8beta-yl)methanol

    10. 9,10-didehydro-6-methyl-8-hydroxymethylergoline

    11. (7-methyl-4,6,6a,7,8,9-hexahydro-indolo(4,3-fg)quinolin-9-yl)-methanol

    12. (7-methyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinolin-9-yl)-methanol

    13. [(6ar,9r)-7-methyl-6,6a,8,9-tetrahydro-4h-indolo[4,3-fg]quinoline-9-yl]methanol

    14. Lol

    15. Prestwick_308

    16. Prestwick0_000454

    17. Prestwick1_000454

    18. Prestwick2_000454

    19. Prestwick3_000454

    20. Unii-ntr684z1az

    21. Bspbio_000528

    22. Gtpl123

    23. Cid_14987

    24. Mls001049075

    25. Divk1c_000515

    26. Schembl178071

    27. Spbio_002467

    28. Bpbio1_000582

    29. Megxp0_001732

    30. Acon0_000797

    31. Acon1_000057

    32. Hms501j17

    33. Kbio1_000515

    34. Ninds_000515

    35. Hms1569k10

    36. Hms2096k10

    37. Hms2271m04

    38. Hy-n6809

    39. Tnp00316

    40. Zinc3983953

    41. Bdbm50016479

    42. Akos030490884

    43. Phytochem 12: 2435 (1973)

    44. Idi1_000515

    45. Smp1_000185

    46. Ncgc00017367-01

    47. As-18087

    48. Smr000386913

    49. Cs-0092658

    50. E75857

    51. A923435

    52. Sr-01000758923

    53. Q6710130

    54. Sr-01000758923-3

    55. Brd-k27871032-001-02-6

    56. Brd-k27871032-001-04-2

    57. ((6ar)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinolin-9-yl)methanol

    2.3.3 Other Synonyms

    1. Lysergol Api

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 254.33 g/mol
    Molecular Formula C16H18N2O
    XLogP32.2
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count1
    Exact Mass g/mol
    Monoisotopic Mass g/mol
    Topological Polar Surface Area39.3
    Heavy Atom Count19
    Formal Charge0
    Complexity394
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Antipsychotic Agents

    Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus. (See all compounds classified as Antipsychotic Agents.)