Serotonin
serotonin · serotonine · 3-(2-aminoethyl)-1H-indol-5-ol hydrochloride · 5-hta · enteramine · SEROTONIN BASE · 5-Hydroxytryptamine,freebase · antemoqua
식별자 및 물리적 특성
| CAS No. | 50-67-9 |
|---|---|
| 분자식 | C10H12N2O |
| 평균 분자량 | 176.21 g/mol |
| 단동위원소 질량 | 176.094963 g/mol |
| SMILES | NCCc1c[nH]c2ccc(O)cc12 |
| InChIKey | QZAYGJVTTNCVMB-UHFFFAOYSA-N |
| PubChem CID | 5202 |
| ChEMBL | CHEMBL39 |
| ChEBI | CHEBI:28790 |
| EC No. | 200-058-9 |
| DTXSID | DTXSID8075330 |
화학 및 물리적 성질
| XLogP | 0.2 |
|---|---|
| 극성 표면적 | 62 |
| 수소 결합 공여자 수 | 3 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 13 |
| 형식 전하 | 0 |
| 복잡도 | 174 |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| SpringerMaterials Properties | Angular frequency |
| LogP(분배 계수) | 0.21 |
| 용해도 | 25.5 mg/mL클로로포름(약간 용해됨), DMSO(약간 용해됨), 메탄올(약간 용해됨) |
| Physical Description | Solid |
| Ionization Efficiency | Positive2.352.7Agilent XCTElectrospray ionizationformic acid (5.3nM) |
| Collision Cross Section | 150.8 Ų [M+Na]+ [CCS Type: DTMethod: stepped-field]146.9 Ų [M+Na]+ [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]135.85 Ų [M-H]- [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]139.08 Ų [M+Na]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]149.8 Ų [M+Na]+ |
| 녹는점 | 167.5 °C |
| 끓는 점 | 307.83°C (rough estimate) |
| 밀도 | 1.1102 (rough estimate) |
| 굴절률 | 1.7110 (estimate) |
| 저장 조건 | 2-8°C |
| pKa(산도 계수) | 9.8(at 25℃) |
| 물리적 상태 | Solid |
| 색상 | White to off-white |
| BRN | 143524 |
| 안정성 | 흡습성 |
| InChI | InChI=1S/C10H12N2O/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10/h1-2,5-6,12-13H,3-4,11H2 |
| InChIKey | QZAYGJVTTNCVMB-UHFFFAOYSA-N |
| SMILES | N1C2=C(C=C(O)C=C2)C(CCN)=C1 |
| EPA | Serotonin (50-67-9) |
안전 및 규제
| GHS 분류 | DangerH301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]P203, P264, P270, P280, P301+P316, P318, P321, P330, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 67 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 3 (100%) |
| 수질 위해 등급(WGK) | 3 |
| 운송 번호(UN) | UN 2811 6.1 / PGIII |
| 위험 문구(R) | 63-25 |
| 위험 표시 | T |
| 안전 문구(S) | 36/37-45 |
| 위험 등급 | IRRITANTAcute Tox. 3 OralRepr. 2 |
| 저장 분류 | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
용도
개요
Serotonin is the baby boomer of neurotransmitters: It was identified in the late 1940s, its adolescence was troubled and turbulent, it made the drug scene in the 1960s, and it nearly died of an overdose in the early 1970s. At one point, the remark was made that serotonin doesn't do anything. On reaching its middle years, serotonin has matured and become an important topic of study, a household name, and more complicated than ever. Serotonin has been associated with, among other things, anxiety, depression, schizophrenia, drug abuse, sleep, dreaming, hallucinogenic activity, headache, cardiovascular disorders, and appetite control, and it is now dabbling in acupuncture and transcendental meditation. Serotonin was independently identified in the late 1940s by two groups of investigators: In the United States, it was called serotonin, whereas in Italy, it was called enteramine. Its total synthesis in the early 1950s confirmed that both substances were 5-hydroxytryptamine (5-HT ). Serotonin (5-HT ) was detected in numerous plant and animal species and, in the mid-1950s, was identified in the central nervous system (CNS) of animals. A neurotransmitter role was subsequently proposed for this substance. Later, 5-HT was implicated in a variety of central and peripheral physiologic actions. It seemed to be involved in vasoconstriction and vasodilation, regulation of body temperature, sleep, and hormonal regulation, and evidence suggested that it might be involved in depression. The structural similarity between 5-HT and the then recently discovered hallucinogenic agent (+)-lysergic acid diethylamide (LSD) intrigued investigators. This observation led to speculation that 5-HT might be involved in the mechanism of action of psychoactive substances and that it might play a seminal role in various mental disorders.
용도
neurotransmitter