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시로틱애씨드

Hexacosanoic Acid

HCID 10469
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
506-46-7
표준 SMILES
CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)O
InChIKey
XMHIUKTWLZUKEX-UHFFFAOYSA-N
분자식
C26H52O2
평균 분자량
396.7 g/mol
단동위원소 질량
396.3967309

개요

Hexacosanoic acid is a 26-carbon, straight-chain, saturated fatty acid. It is a fatty acid 26:0, a very long-chain fatty acid and a straight-chain saturated fatty acid. It is a conjugate acid of a cerotate.

이름 및 식별자

우선 이름
Hexacosanoic Acid
IUPAC
hexacosanoic acid
현지명
시로틱애씨드
영어명
Hexacosanoic acid
분자식
C26H52O2
분자량
396.69

이름 및 동의어

HEXACOSANOIC ACID506-46-7Cerotic acidCeratinic acidCeric acidCerinic acidn-Hexacosanoic acidCerylic acidCerotinic acidD42CQN6P36C26:0NSC-4205
이름 더 보기
시로틱애씨드Hexacosanic acidNSC 4205CericacidC26:0 ACIDceroticaciCerinicacid
DTXSID7075050CHEBI:31009RefChem:785921Very Long Chain Fatty AcidC26:0 (VLCFA)DTXCID2040862CHEBI:27283208-040-2

데이터베이스 식별자

CAS
506-46-7
PubChem CID
10469
DTXSID
DTXSID7075050
ChEMBL
CHEMBL464787
ChEBI
CHEBI:31009
UNII
D42CQN6P36
EC Number
208-040-2
Nikkaji
J95.914F

물성

구조 계산 물성

XLogP
11.8
극성 표면적
37.3 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
2
회전 가능 결합 수
24
무거운 원자 수
28
형식 전하
0
복잡도
301

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Organic Acids
Lipids · 2건

Lipids -> Unambiguous Lipids

Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Straight chain fatty acids [FA0101]

CosmeticsViscosity controlling
Melting Point88.5 °C
Physical Description · 2건

White solid; [Acros Organics MSDS]

Solid

Collision Cross Section · 2건

205.3 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Sample Type: Human bronchoalveolar lavage fluid (BALF); Dataset: Unambiguous Lipids]

201.57 Ų [M-H]- [CCS Type: TIMS; Method: single field calibrated]

물리화학적 성질

녹는점
84 · 84-88 °C
끓는 점
250 °C · 250 °C
밀도
0.81 · 0.81
굴절률
1.4301 · 1.4301
인화점
110 ℃ · >110℃
저장 조건
2 · 2-8°C
용해도

안전 및 규제

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

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 66.7% (2 of 3) of all reports.

Warning

H315 (33.3%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 2건

Chemical: Hexacosanoic acid

Hexacosanoic acid: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Hexacosanoic acid: Human health tier I assessment
Hazards SummaryMay cause irritation; [Acros Organics MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (33.3%)

독성 정보

Treatment · 1건

Treatment options for adrenoleukodystrophy (ALD) are limited. Dietary treatment is with Lorenzo's oil. For the childhood cerebral form, stem cell transplant and gene therapy are options if the disease is detected early in the clinical course. Adrenal insufficiency in ALD patients can be successfully treated. (Wikipedia)

Health Effects · 1건

Hexacosanoic acid, or cerotic acid, is associated with adrenoleukodystrophy (also known as X-linked adrenoleukodystrophy, ALD, X-ALD, adrenomyeloneuropathy, AMN, Siemerling–Creutzfeldt disease or bronze Schilder disease) is a disorder of peroxisomal fatty acid beta oxidation which results in the accumulation of very-long chain fatty acids in tissues throughout the body. The most severely affected tissues are the myelin in the central nervous system, the adrenal cortex and the Leydig cells in the testes. (Wikipedia)

화학 및 산업

약리 정보

Tissue LocationsAdrenal Gland
Cellular LocationsCytoplasm
Metabolite PathwaysAcylcarnitine Hexacosanoylcarnitine

용도 및 제조

UsesHexacosanoic acid is most commonly found in beeswax and carnauba wax (Wikipedia). It is also an endogenously produced metabolite found in the human body.
Use ClassificationCosmetics -> Viscosity controlling
응용 분야 · 2건

용도Hexacosanoic acid may be used as a reference standard for the determination of hexacosanoic acid in human serum and plasma samples for the screening of peroxisomal disorders by gas chromatography-mass spectrometry (GC-MS) operating under selected-ion monitoring (SIM) modein biological samples by GC-MSin microalgal lipids by solid-phase extraction (SPE) followed by GC-MS analysisas a naphthoxyethyl derivative by high performance liquid chromatography (HPLC) coupled with fluorometric detection

일반 설명Hexacosanoic acid is classified under the very long chain fatty acids (VLCFAs) group of biologically important compounds.

상·하류 제품 정보

상류 원료

HexacosanenitrileUndecanoic acid, 11-iodo-, methyl ester1-Hexacosanol1-Bromopentadecane

관련 반응

1건
반응 기록 만들기
HRID 2201763 반응식
HRID 2201763반응물로uspto-grants-2016_06

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
클로로포름(약간, 가열됨), 헥산(약간, 가열됨)에 용해됨
산도 계수 (pKa)
4.78 · 4.78±0.10(Predicted)
물리적 상태
반짝이는 푹신한 또는 결정성 분말
색상
하얀색
BRN
1799681 · 1799681
화장품 원료 기능
점도 조절
InChI
InChI=1S/C26H52O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26(27)28/h2-25H2,1H3,(H,27,28)
InChIKey
XMHIUKTWLZUKEX-UHFFFAOYSA-N
SMILES
C(O)(=O)CCCCCCCCCCCCCCCCCCCCCCCCC
LogP
12.47 · 12.470 (est)
EPA
Hexacosanoic acid (506-46-7)

화학적 성질

white shiny fluffy or crystalline powder

Exposure RoutesIngestion
Toxicity Summary · 1건

Adrenoleukodystrophy (ALD) is caused by mutations in ABCD1, a gene located on the X chromosome that codes for ALD, a peroxisomal membrane transporter protein. The exact mechanism of the pathogenesis of the various forms of ALD is not known. Biochemically, individuals with ALD show very high levels of unbranched, saturated, very long chain fatty acids, particularly cerotic acid (26:0). The level of cerotic acid in plasma does not correlate with clinical presentation. (Wikipedia)

Signs and Symptoms · 1건

Clinically, adrenoleukodystrophy (ALD) is a heterogenous disorder, presenting with several distinct phenotypes, and no clear pattern of genotype-phenotype correlation. As an X-linked disorder, ALD presents most commonly in males, however approximately 50% of heterozygote females show some symptoms later in life. Approximately two-thirds of ALD patients will present with the childhood cerebral form of the disease, which is the most severe form. It is characterized by normal development in early childhood, followed by rapid degeneration to a vegetative state. The other forms of ALD vary in terms of onset and clinical severity, ranging from adrenal insufficiency to progressive paraparesis in early adulthood (this form of the disease is typically known as adrenomyeloneuropathy). (Wikipedia)

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

안전 데이터

wgk
-
HS 번호
29159000
safety_code
22-24/25
기존화학 물질
KE-18422
스토리지 클래스
11 - Combustible Solids
미리스토릴 클로라이드
에틸알코올
n-노난올

하류 제품

1-트리아콘타놀Methyl hexacosanoateN-hexacosanoylphytosphingosineN-(헥사코사노일옥시)숙신이미드

공급사100 곳

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추가 설명

정의ChEBI: A 26-carbon, straight-chain, saturated fatty acid.