CAS 50-37-3|CAS 89-77-0|Blue mist|Gelatin chips|N,n-diethyllysergamide|N,N-Diethyl-6-methyl-9,10-didehydroergoline-8-carboxamide|Wedges|California sunshine|(+)-LSD|Lysergide|Blotter acid|Wedding bel...

基本信息

化学结构

分子式

C₂₀H₂₅N₃O

分子量

323.432

精确质量

323.19976244

电荷

InChI

InChI=1S/C20H25N3O/c1-4-23(5-2)20(24)14-9-16-15-7-6-8-17-19(15)13(11-21-17)10-18(16)22(3)12-14/h6-9,11,14,18,21H,4-5,10,12H2,1-3H3/t14-,18-/m1/s1

InChIKey

VAYOSLLFUXYJDT-RDTXWAMCSA-N

Canonic Smiles

CCN(C(=O)[C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)CC

Isomeric Smiles

O=C(N(CC)CC)[C@H]1CN([C@H]2C(=C1)c1c3c(C2)c[nH]c3ccc1)C

计算属性

JChem

Acid pKa

17.018362

质子受体

质子供体

LogD (pH = 5.5)

-0.15770875

LogD (pH = 7.4)

1.6029848

Log P

2.281515

摩尔折射率

98.7347

极化性

38.704967

极化表面积

39.34

可自由旋转的化学键

里宾斯基五规则

true

ALOGPS 2.1

Log P

3.3

LOG S

-3.08

溶解度

2.70e-01 g/l

数据来源

名称和标识

别名

Blue mistGelatin chipsN,n-diethyllysergamideN,N-Diethyl-6-methyl-9,10-didehydroergoline-8-carboxamideWedgesCalifornia sunshine(+)-LSDLysergideBlotter acidWedding bellsFlatsBlue starLysergaure diethylamidLucy in the sky with diamondsTrippersScapesLysergic Acid DiethylamideLSD-25SugarWindow paneLysergic acid diethylamide-25Purple microdotBig fLysergamidChiefD-LSDLysergidum [inn-latin]Orange sunshineMean greenFiftyChocolate chipsD-lysergic acid n,n-diethylamideD-lysergic acid diethylamideStrawberry fields9,10-Didehydro-N,N-diethyl-6-methylergoline-8b-carboxamideDelysidLysergic acid amideThe hawkClearlightWhite lightCherry topBeastCoffeinumYellowsLysergamideUberglubenD-lysergic acid dethylamideZENSpooniesCupcakesBart simpsonPurple hazeMicrodotsRoyal blueBrown dotsFrogsPaper acidErgineContact lensCubesGreeniesBartmanTMAN,n-diethyl-d-lysergamideTABSDextrolysergic acid diethylamideOwsleyD-LSD-25Acidn,n-diethyl-(+)-lysergamidePearly gatesLSD(+)-lysergic acid diethylamideOrange wedgesMellow yellowHeavenly blueBlue acidSunshineDiethylamid kyseliny lysergove [czech]BarrelsOrange mushroomDomesSugar lumpBlue cheerLysergic acid diethylamide
''N'',''N''- diethyl- D- lysergamideLSD-25,
lysergidD
D-lysergic acid diethyl amidDLysergideLysergic Acid Diethylamide(8β)-9,10-Didehydro-N,N-diethyl-6-methylergoline-8-carboxamideacid

IUPAC标准名

(4R,7R)-N,N-diethyl-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide (4R,7R)-N,N-diethyl-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(15),2,9,12(16),13-pentaene-4-carboxamide (4R,7R)-N,N-diethyl-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide

IUPAC传统名

lysergic acid diethylamide (4R,7R)-N,N-diethyl-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(15),2,9,12(16),13-pentaene-4-carboxamide

名称和标识

数据登录号

PubChem CID

5761

PubChem SID

4650639716096780524896390

CAS号

MDL号

EC号

Chemspider ID

CHEMBL

美国药典/FDA物质标识码

CHEBI ID

维基百科标题

Lysergic_acid_diethylamide

DrugBank ID

DB04829

IUPHAR配体索引

数据登录号

化合物性质

产品相关信息

质检报告

下载链接

纯度

97%

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子图谱

暂无数据

点击上传数据

描述信息

Wikipedia

Lysergic_acid_diethylamide

Sigma Aldrich

L7007

Biochem/physiol Actions
Potent hallucinogen; non-selective serotonin receptor agonist.

DrugBank

DB04829

Drug Groups

illicit; withdrawn

Description

Debate continues over the nature and causes of chronic flashbacks. Explanations in terms of LSD physically remaining in the body for months or years after consumption have been discounted by experimental evidence. Some say HPPD is a manifestation of post-traumatic stress disorder, not related to the direct action of LSD on brain chemistry, and varies according to the susceptibility of the individual to the disorder. Many emotionally intense experiences can lead to flashbacks when a person is reminded acutely of the original experience. However, not all published case reports of chronic flashbacks appear to describe an anxious hyper-vigilant state reminiscent of post-traumatic stress disorder.

Toxicity

Estimates for the lethal dosage (LD50) of LSD range from 200 μg/kg to more than 1 mg/kg of human body mass, though most sources report that there are no known human cases of such an overdose.

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic.

Half Life

3 hours

References

• GREINER T, BURCH NR, EDELBERG R: Psychopathology and psychophysiology of minimal LSD-25 dosage; a preliminary dosage-response spectrum. AMA Arch Neurol Psychiatry. 1958 Feb;79(2):208-10. [Pubmed]

• AGHAJANIAN GK, BING OH: PERSISTENCE OF LYSERGIC ACID DIETHYLAMIDE IN THE PLASMA OF HUMAN SUBJECTS. Clin Pharmacol Ther. 1964 Sep-Oct;5:611-4. [Pubmed]

• Papac DI, Foltz RL: Measurement of lysergic acid diethylamide (LSD) in human plasma by gas chromatography/negative ion chemical ionization mass spectrometry. J Anal Toxicol. 1990 May-Jun;14(3):189-90. [Pubmed]

• Nichols DE: Hallucinogens. Pharmacol Ther. 2004 Feb;101(2):131-81. [Pubmed]

• Jacobs BL, Heym J, Rasmussen K: Raphe neurons: firing rate correlates with size of drug response. Eur J Pharmacol. 1983 Jun 3;90(2-3):275-8. [Pubmed]

External Links

• [Wikipedia]

TRC

L488010

Potent hallucinogen; non-selective serotonin receptor agonist. Has been used experimentally as adjunct in study and treatment of mental disorders.Controlled substance.

描述信息

参考文献

PubChem文献

数据源提供

• GREINER T, BURCH NR, EDELBERG R: Psychopathology and psychophysiology of minimal LSD-25 dosage; a preliminary dosage-response spectrum. AMA Arch Neurol Psychiatry. 1958 Feb;79(2):208-10. Pubmed

• Jacobs BL, Heym J, Rasmussen K: Raphe neurons: firing rate correlates with size of drug response. Eur J Pharmacol. 1983 Jun 3;90(2-3):275-8. Pubmed

• Nichols DE: Hallucinogens. Pharmacol Ther. 2004 Feb;101(2):131-81. Pubmed

• AGHAJANIAN GK, BING OH: PERSISTENCE OF LYSERGIC ACID DIETHYLAMIDE IN THE PLASMA OF HUMAN SUBJECTS. Clin Pharmacol Ther. 1964 Sep-Oct;5:611-4. Pubmed

• Mey, G., et al.: Mol. Microbiol., 46, 305 (1965)

• Keller, U., et al.: Biochemistry, 27, 6164 (1965)

• Hoffer, et al.: Clin. Pharmacol. Ther., 6, 183 (1965)

• Steiner, U., et al.: Planta, 224, 533 (1965)

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

别名

IUPAC标准名

IUPAC传统名

lysergic acid diethylamide (4R,7R)-N,N-diethyl-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(15),2,9,12(16),13-pentaene-4-carboxamide

数据登录号

PubChem CID

5761

PubChem SID

4650639716096780524896390

CAS号

MDL号

EC号

Chemspider ID

CHEMBL

美国药典/FDA物质标识码

CHEBI ID

维基百科标题

Lysergic_acid_diethylamide

DrugBank ID

DB04829

IUPHAR配体索引

描述信息

Wikipedia

Lysergic_acid_diethylamide

Sigma Aldrich

L7007

Biochem/physiol Actions
Potent hallucinogen; non-selective serotonin receptor agonist.

DrugBank

DB04829

Drug Groups

illicit; withdrawn

Description

Toxicity

Estimates for the lethal dosage (LD50) of LSD range from 200 μg/kg to more than 1 mg/kg of human body mass, though most sources report that there are no known human cases of such an overdose.

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic.

Half Life

3 hours

References

• GREINER T, BURCH NR, EDELBERG R: Psychopathology and psychophysiology of minimal LSD-25 dosage; a preliminary dosage-response spectrum. AMA Arch Neurol Psychiatry. 1958 Feb;79(2):208-10. [Pubmed]

• AGHAJANIAN GK, BING OH: PERSISTENCE OF LYSERGIC ACID DIETHYLAMIDE IN THE PLASMA OF HUMAN SUBJECTS. Clin Pharmacol Ther. 1964 Sep-Oct;5:611-4. [Pubmed]

• Nichols DE: Hallucinogens. Pharmacol Ther. 2004 Feb;101(2):131-81. [Pubmed]

• Jacobs BL, Heym J, Rasmussen K: Raphe neurons: firing rate correlates with size of drug response. Eur J Pharmacol. 1983 Jun 3;90(2-3):275-8. [Pubmed]

External Links

• [Wikipedia]

TRC

L488010

Potent hallucinogen; non-selective serotonin receptor agonist. Has been used experimentally as adjunct in study and treatment of mental disorders.Controlled substance.

参考文献

PubChem文献

数据源提供

• GREINER T, BURCH NR, EDELBERG R: Psychopathology and psychophysiology of minimal LSD-25 dosage; a preliminary dosage-response spectrum. AMA Arch Neurol Psychiatry. 1958 Feb;79(2):208-10. Pubmed

• Jacobs BL, Heym J, Rasmussen K: Raphe neurons: firing rate correlates with size of drug response. Eur J Pharmacol. 1983 Jun 3;90(2-3):275-8. Pubmed

• Nichols DE: Hallucinogens. Pharmacol Ther. 2004 Feb;101(2):131-81. Pubmed

• AGHAJANIAN GK, BING OH: PERSISTENCE OF LYSERGIC ACID DIETHYLAMIDE IN THE PLASMA OF HUMAN SUBJECTS. Clin Pharmacol Ther. 1964 Sep-Oct;5:611-4. Pubmed

• Mey, G., et al.: Mol. Microbiol., 46, 305 (1965)

• Keller, U., et al.: Biochemistry, 27, 6164 (1965)

• Hoffer, et al.: Clin. Pharmacol. Ther., 6, 183 (1965)

• Steiner, U., et al.: Planta, 224, 533 (1965)

生物活性

PubChem BioAssay

化合物性质

产品相关信息

质检报告

下载链接

纯度

97%

化合物信息

ID:4373