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Lysergic acid

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Name

Lysergic acid

EINECS 201-431-9
CAS No. 82-58-6 Density 1.39 g/cm3
PSA 56.33000 LogP 2.06010
Solubility 267mg/L at 20℃ Melting Point >170°C (dec.)
Formula C16H16N2O2 Boiling Point 536.2 °C at 760 mmHg
Molecular Weight 268.315 Flash Point 278.1 °C
Transport Information N/A Appearance beige to brown powder
Safety Risk Codes  Xn:Harmful;
Molecular Structure Molecular Structure of 82-58-6 (9,10-DIDEHYDRO-6-METHYL-ERGOLINE-8-CARBOXYLIC ACID) Hazard Symbols R40:Possible risks of irreversible effects.;
Synonyms

Ergoline-8b-carboxylic acid,9,10-didehydro-6-methyl- (8CI);Lysergic acid (6CI);(+)-Lysergic acid;D(+)-Lysergic acid;D-Lysergic acid;Lysergic acid;

Article Data 19

Lysergic acid Specification

The CAS registry number of Lysergic acid is 82-58-6. Its EINECS registry number is 201-431-9. The systematic name is (8β)-6-methyl-9,10-didehydroergoline-8-carboxylic acid. In addition, the molecular formula is C16H16N2O2 and the molecular weight is 268.31. It is also called Ergoline-8-carboxylicacid,9,10-didehydro-6-methyl-,(8b)-. What's more, it is a precursor for a wide range of ergoline alkaloids that are produced by the ergot fungus and some plants. It is usually produced by hydrolysis of lysergamides, but can also be synthesized in the laboratory by a complex total synthesis.

Physical properties about Lysergic acid are: 
(1)ACD/LogP: 2.13; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.36; (4)ACD/LogD (pH 7.4): -0.37; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1.09; (8)ACD/KOC (pH 7.4): 1.08; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 34.47 Å2; (13)Index of Refraction: 1.725; (14)Molar Refractivity: 76.35 cm3; (15)Molar Volume: 192.1 cm3; (16)Polarizability: 30.26×10-24cm3; (17)Surface Tension: 71.1 dyne/cm; (18)Density: 1.39 g/cm3; (19)Flash Point: 278.1 °C; (20)Enthalpy of Vaporization: 85.55 kJ/mol; (21)Boiling Point: 536.2 °C at 760 mmHg; (22)Vapour Pressure: 2.51E-12 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)[C@@H]3/C=C2/c4cccc1c4c(cn1)C[C@H]2N(C3)C
(2)InChI: InChI=1/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
(3)InChIKey: ZAGRKAFMISFKIO-QMTHXVAHBD