홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /화합물

이소티몰

Carvacrol

HCID 10364
새 노트새 반응견적 요청하기
인쇄 미리보기
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
499-75-2
표준 SMILES
Cc1ccc(C(C)C)cc1O
InChIKey
RECUKUPTGUEGMW-UHFFFAOYSA-N
분자식
C10H14O
평균 분자량
150.22 g/mol
단동위원소 질량
150.10446507

개요

Carvacrol is a phenol that is a natural monoterpene derivative of cymene. An inhibitor of bacterial growth, it is used as a food additive. Potent activator of the human ion channels transient receptor potential V3 (TRPV3) and A1 (TRPA1). It has a role as a TRPA1 channel agonist, a volatile oil component, an antimicrobial agent, an agrochemical and a flavouring agent. It is a p-menthane monoterpenoid, a member of phenols and a botanical anti-fungal agent. It derives from a hydride of a p-cymene.

이름 및 식별자

우선 이름
Carvacrol
IUPAC
2-methyl-5-propan-2-ylphenol
현지명
이소티몰
영어명
Carvacrol
분자식
C10H14O
분자량
150.22

이름 및 동의어

CARVACROL5-Isopropyl-2-methylphenol499-75-2Isopropyl-o-cresolAntioxine2-p-Cymenol5-Isopropyl-o-cresol2-Hydroxy-p-cymenePhenol, 2-methyl-5-(1-methylethyl)-Karvakrolp-Cymen-2-ol2-Methyl-5-isopropylphenol
이름 더 보기
카바크롤아이소프로필-2-크레졸이소티몰아이소프로필-2-크레졸(ISOPROPYL-2-CRESOL)카르바크롤5-이소프로필-2-메틸페놀o-ThymolISOTHYMOLCymenolFEMA 22452-hydroxy-p-cymen
2-methyl-5-propan-2-ylphenol3-Isopropyl-6-methylphenolp-Cymene, 2-hydroxy-1-Hydroxy-2-methyl-5-isopropylbenzeneFEMA No. 2245Phenol, 5-isopropyl-2-methyl-1-Methyl-2-hydroxy-4-isopropylbenzeneDENTOL

데이터베이스 식별자

CAS
499-75-2
PubChem CID
10364
DTXSID
DTXSID6042074
ChEMBL
CHEMBL281202
ChEBI

물성

구조 계산 물성

XLogP
3.1
극성 표면적
20.2 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
1
회전 가능 결합 수
1
무거운 원자 수
11
형식 전하
0
복잡도
120

실험 및 물리화학적 성질

Chemical ClassesBiological Agents -> Plant Oils and Extracts
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]
CosmeticsCosmetic ingredients (Carvacrol) -> CIR (Cosmetic Ingredient Review)
SpringerMaterials PropertiesDensity
Fragrances · 2건

Fragrance Ingredient (Carvacrol) -> IFRA transparency List

Fragrance

Pesticides · 2건

Other Treatment

Active substance -> EU Pesticides database: Pending

LogP · 2건

3.49

3.49

Odor · 2건

THYMOL ODOR

MEDICINAL SMOKE ODOR

TasteEXCELLENT SMOKE TASTE, @ 1-5 PPM
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 2건

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 0.1% (2 of 1828) of reports.

Warning

H302 (99.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1828 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 5건

Chemical: Phenol, 2-methyl-5-(1-methylethyl)-

Regulation (EC) No 1831/2003 (amended)

Phenol, 2-methyl-5-(1-methylethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 2-methyl-5-(1-methylethyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

REACH registered substance: Carvacrol (EC: 207-889-6)

5-Isopropyl-2-methylphenol: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryEmergency treatment: Irritants; [HSDB] Causes severe irritation on rabbit skin; Causes somnolence and convulsions at lethal doses; [RTECS] Safe when used as a flavoring agent in food; [JECFA]
FDA Requirements · 2건

172.515

121.1164; LIMITATIONS: SYNTHETIC FLAVOR.

Special Reports · 1건

REVIEW WITH 42 REF ON CARVACROL INCL TOXICITY, IRRITATION, SENSITIZATION, METAB, PERCUTANEOUS ABSORPTION, PHARMACOLOGY, CYTOTOXICITY, CHEMOTHERAPY, & EFFECT ON ISOLATED TISSUES & ORGANELLES.[OPDYKE DL J; MONOGRAPH ON FRAGRANCE RAW MATERIALS. CARVACROL; FOOD COSMET TOXICOL 17(ISS SUPPL) 743 (1979)]

화학 및 산업

약리 정보

Metabolism/Metabolites · 3건

/WHEN FED TO RABBITS,/ THE SUBSTITUTED MONOPHENOLS, THYMOL & CARVACROL, WHICH OCCUR IN ESSENTIAL OILS OF PLANTS...ARE...CONJUGATED WITH GLUCURONIC ACID & SULFATE.

CARVACROL IS METABOLIZED BY CONJUGATION WITH GLUCURONIC ACID & SULFATE.

Carvacrol has known human metabolites that include (2S,3S,4S,5R)-3,4,5-trihydroxy-6-(2-methyl-5-propan-2-ylphenoxy)oxane-2-carboxylic acid and (2-methyl-5-propan-2-ylphenyl) hydrogen sulfate.

Absorption, Distribution and Excretion · 2건

CARVACROL APPEARS TO BE SLOWLY ABSORBED FROM INTESTINE IN RABBIT, SINCE 22 HR AFTER ADMIN OF 1.5 G, SOME 30% WAS STILL IN GASTRO-INTESTINAL TRACT, ABOUT 25% OF DOSE HAVING BEEN EXCRETED IN URINE.

CARVACROL APPLIED TO INTACT SHAVED ABDOMINAL SKIN OF MOUSE WAS NOT ABSORBED WITHIN 2 HR.

Cellular LocationsExtracellular

용도 및 제조

Uses · 6건

CIR ingredient: Carvacrol

Found in oil of origanum, thyme, marjoram, and summer savory; Used as a disinfectant, fungicide, and anthelmintic (nematodes); Also used in organic syntheses and in perfumes and flavorings; [Hawley] Origanum oil is about 60% carvacrol; [HSDB]

Using Disinfectants or Biocides [Category: Clean]

DISINFECTANT; IN ORGANIC SYNTHESES

MEDICATION: ANTIFUNGAL; ANTHELMINTIC AGENT

PERFUMES; FLAVORING

U.S. Production2023: 2,500 lb
Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesNot Known or Reasonably Ascertainable
Methods of Manufacturing · 2건

FROM P-CYMENE BY SULFONATION & SUBSEQUENT ALKALI FUSION. HIXSON & MCKEE, CHEM ZENTR, II: 851, 1919; GIBBS & PHILLIPS, J IND ENG CHEM, 12: 145, 1920.

관련 반응

13건
반응 기록 만들기
HRID 80823 반응식
HRID 80823생성물로uspto-grants-2014_09
HRID 251647 반응식
HRID 251647반응물로uspto-grants-2011_01
HRID 273664 반응식
HRID 273664생성물로uspto-grants-1995_02
HRID 296675 반응식
HRID 296675반응물로Training data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 606305 반응식
HRID 606305반응물로uspto-grants-2011_03
HRID 1091938 반응식
HRID 1091938반응물로uspto-grants-2012_03
HRID 1392681 반응식
HRID 1392681반응물로uspto-grants-2008_03
HRID 1455756 반응식
HRID 1455756반응물로uspto-grants-2009_01
1 / 2 페이지

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
더보기
새 노트새 반응견적 요청하기
CHEBI:3440
UNII
9B1J4V995Q
EC Number
207-889-6
Nikkaji
J6.180H

0.976 @ 20 °C/4 °C

0.974-0.979

Flavoring AgentsEU Flavoring substances

물리화학적 성질

녹는점
3 · 3-4 °C(lit.)
끓는 점
236 · 236-237 °C(lit.)
밀도
0.976 g/mL · 0.976 g/mL at 20 °C(lit.)
증기압
3.09 · 3.09-6.664Pa at 25℃
FEMA
2245 · 2245 | CARVACROL
굴절률
20 · n20/D 1.522(lit.)
인화점
224 °F · 224 °F
저장 조건
-20 °C · -20°C
용해도
1.25 g/L · 1.25g/L
산도 계수 (pKa)
10.38 · 10.38±0.10(Predicted)
물리적 상태
Liquid
색상
Colorless to Light orange to Yellow
냄새
100 %에서 · 100.00%에서. 향신료 우디 장뇌 티몰
냄새 유형
매운
생물학적 소스
synthetic
수용성
불용성
Merck
14 · 14,1872
JECFA Number
710 · 710
BRN
1860514 · 1860514
Henry's Law Constant
1.5 · 1.5×100 mol/(m3Pa) at 25℃, Martins et al. (2017)
안정성
안정적인. 타기 쉬운. 강염기, 강산화제와 호환되지 않습니다.
주요 응용
청소용품화장품향료 및 향음식 및 음료개인 위생 관리
화장품 원료 기능
향수
InChI
1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4-7,11H,1-3H3
InChIKey
RECUKUPTGUEGMW-UHFFFAOYSA-N
SMILES
CC(C)c1ccc(C)c(O)c1
LogP
3.33 · 3.33-3.49
NIST
2 · Phenol, 2-methyl-5-(1-methylethyl)-(499-75-2)
EPA
Isopropyl-o-cresol (499-75-2)
화학적 성질 · 1건

Carvacrol has a characteristic pungent, warm odor. The commercial product consists of a mixture of isomers differing because of the position of the isopropyl radical. The odor characteristics differ between the technical (lower grade) and pure (higher grade) commercial products.

Hazard Classes and CategoriesAcute Tox. 4 (99.8%)

독성 정보

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Toxicity Summary · 2건

The CIR Expert panel concludes Sodium p-Chloro-m-Cresol, p-Chloro-m-Cresol, Chlorothymol, m-Cresol, o-Cresol, Isopropyl Cresols, Thymol, o-Cymen-5-ol, Cavacrol are safe at concentrations up to 0.5% in cosmetics; however, the available data are insufficient to support the safety of p-Cresol and Mixed Cresols for use in cosmetic products.

Safe for use in cosmetics, with qualifications

Natural Pollution Sources · 2건

FOUND IN OIL OF ORIGANUM, THYME, MARJORAM, SUMMER SAVORY...

OCCURS IN BARK OIL OF THUJA ARTICULATA, CAMPHOR OIL, IN OILS OF MONARDA CITRIODORA & MONARDA FISTULOSA, IN SOME SPECIES OF SATUREJA, IN OIL OF VARIOUS SPECIES OF ORIGANUM, THYME, THYMBRA SPICATA L, IN SEED OIL OF PTYCHOTIS AJOWAN DC, & OTHERS.

Human Toxicity Excerpts · 2건

TECHNICAL GRADE (1.0 & 0.1% IN ETHANOL) PRODUCED POS PATCH TESTS IN PT WITH ACUTE DERMATITIS OF FACE, BUT NO POS RESPONSES IN CONTROL SUBJECTS. TESTED @ 4% IN PETROLATUM, IT PRODUCED NO IRRITATION AFTER 48-HR.

CARVACROL SHOWED MODERATE CYTOTOXIC EFFECTS IN HELA CELLS.

Non-Human Toxicity Excerpts · 5건

SOMEWHAT MORE TOXIC THAN THYMOL IN RATS & RABBITS.

EVALUATED FOR MUTAGENIC EFFECTS TO 5 STRAINS OF SALMONELLA TYPHIMURIUM EMPLOYING PROCEDURES DESCRIBED BY AMES, ISOTHYMOL HAD PRONOUNCED MUTAGENICITY.

CARVACROL APPLIED FULL STRENGTH TO INTACT OR ABRADED RABBIT SKIN FOR 24 HR UNDER OCCLUSION WAS SEVERELY IRRITATING.

WHEN MIXT OF 93% CARVACROL & 7% THYMOL IN ARACHIS OIL WAS ADMIN BY GASTRIC INTUBATION TO CFE STRAIN RATS IN SINGLE DOSE OF 1.5 MMOL/KG, SLIGHT INCR IN PRODUCTION OF LIVER BIPHENYL-4-HYDROXYLASE WAS NOTED.

CARVACROL SHOWED PAPAVERINE-LIKE ANTISPASMODIC ACTION ON ISOLATED SMALL INTESTINE OF MOUSE. ADDED TO BOVINE SEMINAL VESICLE MICROSOMES @ 4.1 UG/ML, IT INHIBITED THE IN VITRO FORMATION OF PROSTAGLANDIN E1 BY 50%.

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

규제 정보

FDA Requirements · 2건

172.515

121.1164; LIMITATIONS: SYNTHETIC FLAVOR.

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
FI1225000
ridadr
UN 3265 8/PG 3
독성
LD orally in rabbits: 100 mg/kg (Kochmann)
HS 번호
29071990
risk_code
22-34
hazard_code
C
safety_code
26-36/37/39-45
포장분류
III
위험 등급
8
기존화학 물질
KE-24419
Hazard Classifications
Acute Tox. 4 OralAquatic Chronic 2Eye Dam. 1Skin Corr. 1B
스토리지 클래스
8A - Combustible corrosive hazardous materials
유해 물질 데이터
499-75-2(Hazardous Substances Data)

...BY CHLORINATION OF ALPHA-PINENE WITH TERT-BUTYL HYPOCHLORITE: RITTER, GINSBURG, J AM CHEM SOC 72, 2381 (1950); FROM 2-BROMO-P-CYMOL: STRUBELL, BAUMGARTEL, ARCH PHARM 291, 66 (1958).

Formulations/Preparations · 2건

THE COMMERCIAL PRODUCT CONSISTS OF A MIXTURE OF ISOMERS DIFFERING BECAUSE OF THE POSITION OF THE ISOPROPYL RADICAL. THE TECHNICAL & PURE QUALITY ARE DIFFERENT BECAUSE OF THE ODOR CHARACTERISTICS.

THE MAIN CONSTITUENT/OF ORIGANUM OIL/IS CARVACROL (ca 60%)

Household ProductsInformation on 1 consumer products that contain Carvacrol in the following categories is provided:
Use Classification · 6건

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 5건

Not Known or Reasonably Ascertainable

Phenol, 2-methyl-5-(1-methylethyl)-: ACTIVE

FLAVORS USEFUL IN: SMOKE FLAVORS, SPICE, MEAT FLAVORS.

REPORTED USES: /IN/ NON-ALCOHOLIC BEVERAGES 26 PPM; ICE CREAM, ICES, ETC 34 PPM; CANDY 92 PPM; BAKED GOODS 120 PPM; CONDIMENTS 37 PPM.

FEMA NUMBER 2245

응용 분야 · 3건

출처Reported found in cumin seed, thyme, oregano, calamus, lovage, myrtle and lemon balm.

용도Carvacrol is a flavoring agent that is a colorless to pale yellow liquid. it has a spicy and pungent odor, resembling thymol. it is insoluble in water and soluble in alcohol and ether. it is a mixture of the isomeric carvacrols (isopropyl o-creols), and is obtained by chemical synthesis. it is also an ingredient of savory, a fragrant herb in nature.

일반 설명Produced and qualified by HWI pharma services GmbH.Exact content by quantitative NMR can be found on the certificate.

제조 방법

From p-cymene by sulfonation and subsequent alkali fusion.

상·하류 제품 정보

상류 원료

Eucalyptus Citriodara Oil티몰Bicyclo[4.1.0]hept-3-en-2-one, 4,7,7-trimethyl-Bicyclo[4.1.0]hept-3-en-2-one, 3,7,7-trimethyl-2,4-Cycloheptadien-1-one, 3,6,6-trimethyl-Bicyclo[4.1.0]hept-4-en-3-one, 4,7,7-trimethyl-2,6,6-트리메틸-2,4-사이클로헵타디엔-1-온5-이소프로필-3-메틸페놀

하류 제품

아세트아마이드2-(5-ISOPROPYL-2-METHYL-PHENOXY)-에틸아민

추가 설명

정의ChEBI: A phenol that is a natural monoterpene derivative of cymene. An inhibitor of bacterial growth, it is used as a food additive. Potent activator of the human ion channels transient receptor potential V3 (TRPV3) and A1 (TRPA1).