홈MCP워크벤치Skills
홈워크벤치알림마이페이지
Huagongshe 오픈 프로젝트:[email protected]AI 접속: llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.7.8
  1. 홈
  2. /화합물

1,2-벤젠디올,4,4'-(2,3-DIMETHYL-1,4-BUTANEDIYL)BIS-,(R*,S*)-

Masoprocol

HCID 178956095
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
741285-10-9
표준 SMILES
C[C@H](Cc1ccc(O)c(O)c1)[C@@H](C)Cc1ccc(O)c(O)c1
InChIKey
HCZKYJDFEPMADG-TXEJJXNPSA-N
분자식
C18H22O4
평균 분자량
302.4 g/mol

개요

Masoprocol is the meso-form of nordihydroguaiaretic acid. An antioxidant found in the creosote bush, Larrea divaricata, it is a potent lipoxygenase inhibitor that interferes with arachidonic acid metabolism. It also inhibits (though to a lesser extent) formyltetrahydrofolate synthetase, carboxylesterase, and cyclooxygenase. It has a role as a metabolite, a hypoglycemic agent, an antineoplastic agent and a lipoxygenase inhibitor.

이름 및 식별자

우선 이름
Masoprocol
IUPAC
4-[(2S,3R)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
현지명
1,2-벤젠디올,4,4'-(2,3-DIMETHYL-1,4-BUTANEDIYL)BIS-,(R*,S*)-
영어명
1,2-Benzenediol, 4,4'-(2,3-dimethyl-1,4-butanediyl)bis-, (R*,S*)-
분자식
C18H22O4
분자량
302.36

이름 및 동의어

Masoprocol27686-84-6meso-NDGAmeso-Nordihydroguaiaretic acidActinexMasoprocolumCHX 100CHX-100meso-4,4'-(2,3-Dimethyltetramethylene)dipyrocatechol1,2-Benzenediol, 4,4'-(2,3-dimethyl-1,4-butanediyl)bis-, (R*,S*)-ORISTAR NHGADTXSID5045178
이름 더 보기
1,2-벤젠디올,4,4'-(2,3-DIMETHYL-1,4-BUTANEDIYL)BIS-,(R*,S*)-Einecs 248-606-6Masoprocolum [inn-latin]1,2-Benzenediol, 4,4'-((2R,3S)-2,3-dimethyl-1,4-butanediyl)bis-, rel-
4-[(2S,3R)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol7BO8G1BYQUINSM-18erythro-nordihydroguaiaretic acidNSC-4291(R*,S*)-4,4'-(2,3-Dimethylbutane-1,4-diyl)bispyrocatecholNSC-682984DTXCID3025178

데이터베이스 식별자

CAS
741285-10-9
ChEMBL
CHEMBL313972
ChEBI
CHEBI:73468
UNII

물성

구조 계산 물성

XLogP
4.3
극성 표면적
80.9 Ų
수소 결합 공여자 수
4
수소 결합 수용자 수
4
회전 가능 결합 수
5
무거운 원자 수
22
형식 전하
0
복잡도
303

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15
LogP5.8
Solubility1.36e-02 g/L
Human Drugs · 2건

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point185.5 °C
Physical DescriptionSolid

안전 및 규제

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

유해성 정보

Other Safety InformationIMAP assessments - 1,2-Benzenediol, 4,4'-(2,3-dimethyl-1,4-butanediyl)bis-, (R*,S*)-: Environment tier I assessment

독성 정보

Exposure RoutesLess than 1%-2% is absorbed through the skin over a 4-day period following application.
Toxicity Summary · 1건

Although the exact mechanism of action is not known, studies have shown that masoprocol is a potent 5-lipoxygenase inhibitor and has antiproliferative activity against keratinocytes in tissue culture, but the relationship between this activity and its effectiveness in actinic keratoses is unknown. Masoprocol also inhibits prostaglandins but the significance of this action is not yet known.

Signs and SymptomsSymptoms of overdose or allergic reaction include bluish coloration of skin, dizziness, severe, or feeling faint, wheezing or trouble in breathing.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

화학 및 산업

약리 정보

ATC Code · 2건

L - Antineoplastic and immunomodulating agents

QL - Antineoplastic and immunomodulating agents

Pharmacodynamics · 1건

Masoprocol is a novel antineoplastic agent. It is not known exactly how masoprocol works. Laboratory experiments have shown that masoprocol prevents cells similar to the ones found in actinic keratoses from multiplying. Masoprocol was withdrawn from the U.S. market in June 1996.

Mechanism of Action · 1건

Although the exact mechanism of action is not known, studies have shown that masoprocol is a potent 5-lipoxygenase inhibitor and has antiproliferative activity against keratinocytes in tissue culture, but the relationship between this activity and its effectiveness in actinic keratoses is unknown. Masoprocol also inhibits prostaglandins but the significance of this action is not yet known.

MeSH Pharmacological Classification · 3건

Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues.

Compounds that bind to and inhibit that enzymatic activity of LIPOXYGENASES. Included under this category are inhibitors that are specific for lipoxygenase subtypes and act to reduce the production of LEUKOTRIENES.

Compounds or agents that combine with cyclooxygenase (PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES) and thereby prevent its substrate-enzyme combination with arachidonic acid and the formation of eicosanoids, prostaglandins, and thromboxanes.

Absorption, Distribution and ExcretionLess than 1%-2% is absorbed through the skin over a 4-day period following application.
Cellular LocationsCytoplasm

용도 및 제조

UsesUsed for the treatment of actinic keratoses (precancerous skin growths that can become malignant if left untreated).

관련 반응

0건
반응 기록 만들기

현재 필터 조건에 해당하는 반응 기록이 없습니다.

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
7BO8G1BYQU
EC Number
248-606-6
Nikkaji
J257.424A
General Manufacturing Information1,2-Benzenediol, 4,4'-[(2R,3S)-2,3-dimethyl-1,4-butanediyl]bis-, rel-: INACTIVE

공급사3 곳

Carbone Scientific CO., LTD[email protected]
WATERSTONE[email protected]
3B Scientific Corporation[email protected]