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Serotonin

HCID 5202
새 노트새 반응견적 요청하기
인쇄 미리보기
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
50-67-9
표준 SMILES
NCCc1c[nH]c2ccc(O)cc12
InChIKey
QZAYGJVTTNCVMB-UHFFFAOYSA-N
분자식
C10H12N2O
평균 분자량
176.21 g/mol
단동위원소 질량
176.09496301

개요

Serotonin is a primary amino compound that is the 5-hydroxy derivative of tryptamine. It has a role as a neurotransmitter, a mouse metabolite and a human metabolite. It is a monoamine molecular messenger, a member of tryptamines, a member of phenols, a primary amino compound and a member of hydroxyindoles. It is functionally related to a tryptamine. It is a conjugate base of a serotonin(1+).

이름 및 식별자

우선 이름
Serotonin
IUPAC
3-(2-aminoethyl)-1H-indol-5-ol
영어명
5-Hydroxytryptamine
분자식
C10H12N2O
분자량
176.22

이름 및 동의어

serotonin5-HYDROXYTRYPTAMINE50-67-93-(2-Aminoethyl)-1H-indol-5-olEnteramineThrombotoninThrombocytinSerotonine1H-Indol-5-ol, 3-(2-aminoethyl)-Hippophaine3-(beta-Aminoethyl)-5-hydroxyindole333DO1RDJY
이름 더 보기
3-(2-aminoethyl)-1H-indol-5-ol hydrochloride5-htaSEROTONIN BASE5-Hydroxytryptamine,freebaseantemoquaantemovissubstanzds
DTXSID8075330CHEBI:287903-(2-Aminoethyl)-1H-indol-5-oSerotonin (Human)5 HydroxytryptamineSerotonin 1543RefChem:6493DTXCID4040765

데이터베이스 식별자

CAS
50-67-9
PubChem CID
5202
DTXSID
DTXSID8075330
ChEMBL
CHEMBL39
ChEBI
CHEBI:28790
UNII
333DO1RDJY
EC Number
200-058-9
Nikkaji
J4.107F

물성

구조 계산 물성

XLogP
0.2
극성 표면적
62 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
2
회전 가능 결합 수
2
무거운 원자 수
13
형식 전하
0
복잡도
174

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesAngular frequency
LogP · 2건

0.21

0.21

Solubility25.5 mg/mL
Physical DescriptionSolid
Ionization Efficiency · 6건

Positive

2.35

2.7

Agilent XCT

Electrospray ionization

formic acid (5.3nM)

Collision Cross Section · 5건

150.8 Ų [M+Na]+ [CCS Type: DT; Method: stepped-field]

146.9 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

135.85 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

127.98 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

150.9 Ų [M+H]+

물리화학적 성질

녹는점
167.5 °C · 167.5 °C

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 4건

Danger

H301 (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.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 3 (100%)

안전 데이터

wgk
3
ridadr
UN 2811 6.1 / PGIII
risk_code
63-25
hazard_code
T
safety_code
36/37-45
위험 등급
IRRITANT
Hazard Classifications
Acute Tox. 3 OralRepr. 2
스토리지 클래스
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

화학 및 산업

약리 정보

Metabolism/MetabolitesSerotonin has known human metabolites that include 3-Ethyl-1H-indol-5-ol and (2S,3S,4S,5R)-6-[[3-(2-Aminoethyl)-1H-indol-5-yl]oxy]-3,4,5-trihydroxy-2-oxanecarboxylic acid.
MeSH Pharmacological ClassificationEndogenous compounds and drugs that bind to and activate SEROTONIN RECEPTORS. Many serotonin receptor agonists are used as ANTIDEPRESSANTS; ANXIOLYTICS; and in the treatment of MIGRAINE DISORDERS.
Tissue LocationsAdipose Tissue
Cellular LocationsCytoplasm
Metabolite Pathways3-Methylthiofentanyl Action Pathway
응용 분야 · 2건

개요Serotonin 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.

관련 반응

30건
반응 기록 만들기
HRID 6746 반응식
HRID 6746반응물로uspto-grants-2006_08
HRID 45588 반응식
HRID 45588생성물로uspto-grants-2013_09
HRID 154751 반응식
HRID 154751반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 168123 반응식
HRID 168123반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 218240 반응식
HRID 218240반응물로uspto-grants-2012_06
HRID 327076 반응식
HRID 327076생성물로uspto-grants-1993_12
HRID 347261 반응식
HRID 347261생성물로uspto-grants-2007_02
HRID 365506 반응식
HRID 365506생성물로uspto-grants-2000_10
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화합물 노트

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더보기
새 노트새 반응견적 요청하기
끓는 점
307.83 °C · 307.83°C (rough estimate)
밀도
1.1102 · 1.1102 (rough estimate)
굴절률
1.711 · 1.7110 (estimate)
저장 조건
2 · 2-8°C
용해도
클로로포름(약간 용해됨), DMSO(약간 용해됨), 메탄올(약간 용해됨)
산도 계수 (pKa)
9.8 · 9.8(at 25℃)
물리적 상태
Solid
색상
White to off-white
BRN
143524 · 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)

용도neurotransmitter

상·하류 제품 정보

하류 제품

N-(p-쿠마로일)세로토닌올레오일세로토닌시노부포테닌

추가 설명

정의ChEBI: A primary amino compound that is the 5-hydroxy derivative of tryptamine.