Hordenine (HCID 68313)

개요

Hordenine is a phenethylamine alkaloid. It has a role as a mouse metabolite and a human metabolite.

이름 및 식별자

우선 이름: Hordenine
IUPAC: 4-[2-(dimethylamino)ethyl]phenol
현지명: 호데닌
영어명: Hordenine
분자식: C10H15NO
분자량: 165.23

이름 및 동의어

Hordenine539-15-14-[2-(Dimethylamino)ethyl]phenol4-(2-(Dimethylamino)ethyl)phenolAnhalineN,N-Dimethyltyramine4-(2-Dimethylaminoethyl)phenolPeyocactineAnhalinCactineEremursineOrdenina

이름 더 보기

호데닌HordeineHordeninHordetinOrdenineEremursin

p-(2-Dimethylaminoethyl)phenolDTXSID2046096K3489CA082CHEBI:5764DTXCID0026096N,N-Dimethyl-4-hydroxy-beta-phenethylamineRefChem:38568208-710-4

데이터베이스 식별자

CAS: 539-15-1
PubChem CID: 68313
DTXSID: DTXSID2046096
ChEMBL: CHEMBL505789
ChEBI: CHEBI:5764
UNII: K3489CA082
EC Number: 208-710-4
Nikkaji: J6.381I

물성

구조 계산 물성

XLogP: 2.1
극성 표면적: 23.5 Å²
수소 결합 공여자 수: 1
수소 결합 수용자 수: 2
회전 가능 결합 수: 3
무거운 원자 수: 12
형식 전하: 0
복잡도: 117

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds

Solubility7 mg/mL

Human DrugsPharmaceuticals

Melting Point117.5 °C

Physical DescriptionSolid

Collision Cross Section137.8 Å² [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

물리화학적 성질

녹는점: 117 · 117-118°
끓는 점: 11 · bp11 173°
밀도: 1.0203 · 1.0203 (rough estimate)
굴절률: 1.482 · 1.4820 (estimate)
저장 조건: Inert atmosphere,Room Temperature
용해도: DMSO(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태: Solid
산도 계수 (pKa): 10.05 · 10.05±0.26(Predicted)
색상: 옅은 노란색에서 어두운 베이지까지
Merck: 14 · 14,4746
BRN: 2207615 · 2207615
주요 응용: 대사체학비타민, 기능성 식품 및 천연 제품
화장품 원료 기능: 피부 보호
InChI: 1S/C10H15NO/c1-11(2)8-7-9-3-5-10(12)6-4-9/h3-6,12H,7-8H2,1-2H3
InChIKey: KUBCEEMXQZUPDQ-UHFFFAOYSA-N
SMILES: CN(C)CCc1ccc(O)cc1 || CN(C)CCc1ccc(O)cc1
LogP: 1.4 · 1.400 (est)
NIST: 4 · Phenol, 4-[2-(dimethylamino)ethyl]-(539-15-1)

화학적 성질

Light yellow solid

안전 및 규제

GHS 분류

GHS Classification · 4건

Warning

H302 (92.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 4 (92.7%)

안전 데이터

wgk: 3
HS 번호: 29222990
risk_code: 22-36-43
hazard_code: Xn
safety_code: 26-36/37
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

용도 및 제조

Use ClassificationPharmaceuticals

응용 분야 · 2건

개요Hordenine (Item No. 21626) is a naturally occurring alkaloid found in a variety of plants, most commonly germinated barley (Hordeum species) from which the name is derived, and is structurally classified as a phenethylamine. It is biosynthesized by the step-wise double methylation of tyramine . Hordenine binds to and activates the dopamine D2 receptor (Ki = 13 μM) but antagonizes D2 receptor β-arrestin recruitment. It inhibits tyrosinase activity and expression at concentrations ≥ 50 μM resulting in reduced melanin accumulation in human melanocytes. Hordenine is present in significant amounts in beer and can be measured in serum in the free form, for up to 2 hours, and the glucuronidated form, for up to 6 hours, after beer consumption. This product is intended for research and forensic applications.

용도Hordenine is suitable to study the effect of reed canary grass alkoloids on in vito digestibility. It is also suitable for use as a standard to identify endogenous hordenine in ungerminated and germinated barley by HPLC/diode array detection analysis. Hordenine may be used as an analytical reference material and in research on the activities of phenethylamine type alkaloids.