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(+)-Glaucine

(+)-Glaucine structure

(+)-Glaucine 

structure
  • CAS No:

    475-81-0

  • Formula:

    C21H25NO4

  • Chemical Name:

    (+)-Glaucine

  • Synonyms:

    4H-Dibenzo[de,g]quinoline,5,6,6a,7-tetrahydro-1,2,9,10-tetramethoxy-6-methyl-,(6aS)-;Glaucine;6aα-Aporphine,1,2,9,10-tetramethoxy-;4H-Dibenzo[de,g]quinoline,5,6,6a,7-tetrahydro-1,2,9,10-tetramethoxy-6-methyl-,(S)-;(6aS)-5,6,6a,7-Tetrahydro-1,2,9,10-tetramethoxy-6-methyl-4H-dibenzo[de,g]quinoline;d-Glaucine;(+)-Glaucine;Boldine dimethyl ether;Bromcholitin;Glauvent;S-(+)-Glaucine;O,O-Dimethylisoboldine;(S)-Glaucine;O,O-Dimethylboldine;N,O,O′-Trimethyllaurelliptine;NSC 34396;(6AS)-1,2,9,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline

  • Categories:

    Natural Products  >  Alkaloids

Description

(S)-glaucine is an aporphine alkaloid that is (S)-1,2,9,10-tetrahydroxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline in which the four phenolic hydrogens have been replaced by methyl groups. It has a role as a platelet aggregation inhibitor, a NF-kappaB inhibitor, an antitussive, an antibacterial agent, a muscle relaxant, an antineoplastic agent, a plant metabolite and a rat metabolite. It is an aporphine alkaloid, a polyether, an organic heterotetracyclic compound and a tertiary amino compound. It is a conjugate base of a (S)-glaucine(1+).

(+)-Glaucine Basic Attributes

355.43

355.43

207-501-5

NU19306XA7

34396

DTXSID8031100

2933990090

Characteristics

40.2

3.86

1.2±0.1 g/cm3

124-125 °C

487.0±45.0 °C at 760 mmHg

140.2±25.9 °C

1.576

1.23E-09mmHg at 25°C

D20 +115° (c = 3 in alc)

Safety Information

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501

H302

Drug Information

Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)|Agents that suppress cough. They act centrally on the medullary cough center. EXPECTORANTS, also used in the treatment of cough, act locally. (See all compounds classified as Antitussive Agents.)|Agents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS. (See all compounds classified as Parasympatholytics.)

glaucine

Computed Properties

Molecular Weight:355.4
XLogP3:3.4
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:355.17835828
Monoisotopic Mass:355.17835828
Topological Polar Surface Area:40.2
Heavy Atom Count:26
Complexity:489
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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