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Synopsis

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Chemistry

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Also known as: Lysergic acid, 82-58-6, Ergoline acid, Ito20dao7j, D-lysergic acid, (+)-lysergic acid

Molecular Formula

C₁₆H₁₆N₂O₂

Molecular Weight

268.31 g/mol

InChI Key

ZAGRKAFMISFKIO-QMTHXVAHSA-N

FDA UNII

ITO20DAO7J

1 2D Structure

Lysergic Acid

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-carboxylic acid

2.1.2 InChI

InChI=1S/C16H16N2O2/c1-18-8-10(16(19)20)5-12-11-3-2-4-13-15(11)9(7-17-13)6-14(12)18/h2-5,7,10,14,17H,6,8H2,1H3,(H,19,20)/t10-,14-/m1/s1

2.1.3 InChI Key

ZAGRKAFMISFKIO-QMTHXVAHSA-N

2.1.4 Canonical SMILES

CN1CC(C=C2C1CC3=CNC4=CC=CC2=C34)C(=O)O

2.1.5 Isomeric SMILES

CN1C[C@@H](C=C2[C@H]1CC3=CNC4=CC=CC2=C34)C(=O)O

2.2 Other Identifiers

2.2.1 UNII

ITO20DAO7J

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Acid, Lysergic

2. Lysergic Acid

2.3.2 Depositor-Supplied Synonyms

1. Lysergic Acid

2. 82-58-6

3. Ergoline Acid

4. Ito20dao7j

5. D-lysergic Acid

6. (+)-lysergic Acid

7. (8r)-9,10-didehydro-6-methylergoline-8-carboxylic Acid

8. Unii-ito20dao7j

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

10. Einecs 201-431-9

11. Lysergic Acid [mi]

12. Schembl183687

13. Ergoline-8-carboxylic Acid, 9,10-didehydro-6-methyl-, (8.beta.)-

14. Chebi:6604

15. Dea No. 7300

16. Dtxsid60904515

17. Zinc897016

18. Pdsp2_000050

19. Akos030240864

20. 082l586

21. Q415837

22. Ergoline-8-carboxylic Acid, 9,10-didehydro-6-methyl-, (8beta)-

23. (8.beta.)-9,10-didehydro-6-methylergoline-8-carboxylic Acid

2.4 Create Date

2005-07-19

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₁₆N₂O₂
Molecular Weight	268.31 g/mol
XLogP3	0
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	1
Exact Mass	268.121177757 g/mol
Monoisotopic Mass	268.121177757 g/mol
Topological Polar Surface Area	56.3 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	461
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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