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Overview of Lysergol

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[(4R,7R)-6-METHYL-6,11-DIAZATETRACYCLO[7.6.1.0(2),?.0(1)(2),(1)?]HEXADECA-1(16),2,9,12,14-PENTAEN-4-YL]METHANOL
PharmaCompass
[(4R,7R)-6-METHYL-6,11-DIAZATETRACYCLO[7.6.1.0(2),?.0(1)(2),(1)?]HEXADECA-1(16),2,9,12,14-PENTAEN-4-YL]METHANOL
Also known as: 602-85-7, Lysergole, Unii-ntr684z1az, Ntr684z1az, Chembl39947, Chebi:60528
Molecular Formula
C16H18N2O
Molecular Weight
254.333  g/mol
InChI Key
BIXJFIJYBLJTMK-MEBBXXQBSA-N
FDA UNII
NTR684Z1AZ

1 2D Structure

[(4R,7R)-6-METHYL-6,11-DIAZATETRACYCLO[7.6.1.0(2),?.0(1)(2),(1)?]HEXADECA-1(16),2,9,12,14-PENTAEN-4-YL]METHANOL

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]quinoline-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 Depositor-Supplied Synonyms

1. 602-85-7

2. Lysergole

3. Unii-ntr684z1az

4. Ntr684z1az

5. Chembl39947

6. Chebi:60528

7. (6-methyl-9,10-didehydroergolin-8beta-yl)methanol

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

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

10. [(6ar,9r)-7-methyl-6,6a,8,9-tetrahydro-4h-indolo[4,3-fg]quinoline-9-yl]methanol

11. Lol

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

13. Prestwick_308

14. Prestwick0_000454

15. Prestwick1_000454

16. Prestwick2_000454

17. Prestwick3_000454

18. 9,10-didehydro-6-methylergoline-8b-methanol

19. D01apl

20. Ac1l24wz

21. Bspbio_000528

22. Gtpl123

23. Cid_14987

24. Mls001049075

25. Divk1c_000515

26. Schembl178071

27. Spbio_002467

28. Ac1q77r9

29. Bpbio1_000582

30. Megxp0_001732

31. Stock1n-14292

32. Acon0_000797

33. Acon1_000057

34. Hms501j17

35. Kbio1_000515

36. Bixjfijybljtmk-mebbxxqbsa-n

37. Molport-001-740-040

38. Ninds_000515

39. Hms1569k10

40. Hms2096k10

41. Hms2271m04

42. Tnp00316

43. Zinc3983953

44. Bdbm50016479

45. Akos030490884

46. Mcule-2342911271

47. Phytochem 12: 2435 (1973)

48. 9,10-didehydro-6-methylergoline-8beta

49. Idi1_000515

50. Smp1_000185

51. Ncgc00017367-01

52. As-18087

53. Cc-30100

54. Pl045744

55. Smr000386913

56. Db-053583

57. Ft-0082603

58. Ft-0621597

59. W0044

60. 9,10-didehydro-6-methylergoline-8

61. A-methanol

62. 9,10-didehydro-8-hydroxymethyl-6-methyl-ergoline

63. C-15770

64. Brd-k27871032-001-02-6

65. Brd-k27871032-001-04-2

66. [(4r,7r)-6-methyl-6,11-diazatetracyclo[7.6.1.0(2),?.0(1)(2),(1)?]hexadeca-1(16),2,9,12,14-pentaen-4-yl]methanol

67. 1413-67-8

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 254.333 g/mol
Molecular Formula C16H18N2O
XLogP32.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Exact Mass254.142 g/mol
Monoisotopic Mass254.142 g/mol
Topological Polar Surface Area39.3 A^2
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.


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