LYSERGOL Chemical Properties

Melting point:

248°C

Boiling point:

397.54°C (rough estimate)

Density 

1.0398 (rough estimate)

refractive index 

1.6240 (estimate)

storage temp. 

Store at -20°C

solubility 

DMSO (Slightly), Methanol (Slightly), Pyridine (Slightly)

pka

14.61±0.10(Predicted)

form 

Solid

color 

Pale Brown to Light Brown

InChI

InChI=1/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-/s3

InChIKey

BIXJFIJYBLJTMK-HFQWXNFCNA-N

SMILES

CN1C[C@H](CO)C=C2C3=CC=CC4NC=C(C3=4)C[C@@]12[H] |&1:3,18,r|

LogP

1.760 (est)

Safety Information

Hazard Codes 

T+,T

Risk Statements 

26/27/28-36/37/38-25

Safety Statements 

26-36/37/39-45-36/37

RIDADR 

1544

HazardClass 

6.1(a)

PackingGroup 

II

LYSERGOL Usage And Synthesis

Description

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. Lysergol is not a controlled substance in the USA. Its possession and sale is also legal under the U.S. Federal Analog Act because it does not have a known pharmacological action or a precursor relationship to LSD, which is a controlled substance. However, lysergol is an intermediate in the manufacture of some ergoloid medicines (e.g., nicergoline).

Source

Ipomoea muricata synonyms I. turbinate, Calonyction muricata belongs to the family of the Convolvulaceae. It is a creeper and widely grows in all places. The plant is commonly known as morning glory. Flowers are purple or white up to 8 cm diameter. Fruits are pendulum shape capsules. Seeds are commonly known as “Kaladana” in trade and are being used as purgative in India and Pakistan.

Chemical Properties

off-white to beige crystalline powder

Uses

Lysergol is an ergot alkaloid which when used in combination with antibiotic nalidixic acid, can effectively inhibit Escherichia coli. It also maintains the potential to act on the 5-HT1/2 receptors and at α1-adrenergic receptors thus acting as a neuropsychiatric drug.

Definition

ChEBI: An alkaloid of the ergoline family that occurs as a minor constituent in some species of fungi and in the morning glory family of plants. Its structure is that of ergoline with a methyl group at N-6 and a beta-hydroxymethyl substituent at -8.

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