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(1R,6S)-3-Hydroxy-4-methyl-7-oxabicyclo(4.1.0)hept-3-ene-2,5-dione

HCID 91437
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
121-40-4
표준 SMILES
CC1=C(O)C(=O)[C@@H]2O[C@@H]2C1=O
InChIKey
ATFNSNUJZOYXFC-RQJHMYQMSA-N
분자식
C7H6O4
평균 분자량
154.12 g/mol
단동위원소 질량
154.02660867

개요

Terreic acid is a 2-hydroxy-1,4-benzoquinone that is 5,6-epoxy. It is a natural product of Aspergillus terreus. It has an antibacterial activity explained by its inhibitory effect on bacterial enzymes MurA and GlmU. It is an inhibitor of Bruton's tyrosine kinase, and has an anti-tumoral activity against HeLa and EAC cells. It has a role as a mycotoxin, an antibacterial agent, an antineoplastic agent, an EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor, an EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor, an Aspergillus metabolite and an EC 2.5.1.7 (UDP-N-acetylglucosamine 1-carboxyvinyltransferase) inhibitor. It is a tertiary alpha-hydroxy ketone, an arene epoxide, a diketone and a member of monohydroxy-1,4-benzoquinones. It is functionally related to a 2-hydroxy-1,4-benzoquinone. It is a conjugate acid of a terreate.

이름 및 식별자

우선 이름
(1R,6S)-3-Hydroxy-4-methyl-7-oxabicyclo(4.1.0)hept-3-ene-2,5-dione
IUPAC
(1R,6S)-3-hydroxy-4-methyl-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione
영어명
(1R,6S)-3-HYDROXY-4-METHYL-7-OXABICYCLO[4.1.0]HEPT-3-ENE-2,5-DIONE
분자식
C7H6O4
분자량
154.12

이름 및 동의어

Terreic acid(-)-Terreic Acid121-40-4(1R,6S)-3-Hydroxy-4-methyl-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dioneversilinXM2Y0DRJ7D(1R)-3-Hydroxy-4-methyl-7-oxabicyclo(4.1.0)hept-3-ene-2,5-dioneNSC-294734DTXSID40879070(1R,6S)-3-Hydroxy-4-methyl-7-oxabicyclo(4.1.0)hept-3-ene-2,5-dione3-Hydroxy-4-methyl-7-oxabicyclo(4.1.0)hept-3-ene-2,5-dioneRefChem:188061
이름 더 보기
5-Dione,3-hydroxy-4(-)-Terreic Acid, Synthetic5,6-epoxy-2-hydroxy-3-methyl-1,4-benzoquinone2-hydroxy-3-methyl-1,4-benzoquinone5,6-epoxide(-)-Terreic Acid, Synthetic - CAS 121-40-4 - Calbiochem3-hydroxy-4-methyl-5-dion(1r)-7-oxabicyclo(4.1.0)hept-3-ene-
DTXCID6010170885,6-Epoxy-3-hydroxy-p-toluquinoneBiomolKI_000073BiomolKI2_0000772-Hydroxy-3-methyl-1,4-benzoquinone 5,6-epoxide7-Oxabicyclo(4.1.0)hept-3-ene-2,5-dione, 3-hydroxy-4-methyl-, stereoisomerNSC2947347-Oxabicyclo(4.1.0)hept-3-ene-2,5-dione, 3-hydroxy-4-methyl-, (1R)-

물성

구조 계산 물성

XLogP
-0.2
극성 표면적
66.9 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
4
회전 가능 결합 수
0
무거운 원자 수
11
형식 전하
0
복잡도
289

물리화학적 성질

녹는점
127 · 127-127.5°
끓는 점
242.5 °C · 242.5°C (estimate)
밀도
1.1993 · 1.1993 (rough estimate)
굴절률
1.43 · 1.4300 (estimate)
저장 조건
-20 °C · -20°C
용해도
10 mg/mL · DMSO: 용해성10mg/mL
산도 계수 (pKa)
4.5 · 4.5(at 25℃)
물리적 상태
고체
색상
White to off-white
생물학적 소스
Aspergillus terreus
수용성
5 mg/mL · water: 5mg/mL
InChI
1S/C7H6O4/c1-2-3(8)5(10)7-6(11-7)4(2)9/h6-8H,1H3/t6-,7+/m1/s1
InChIKey
ATFNSNUJZOYXFC-RQJHMYQMSA-N
LogP
-0.21 · -0.210 (est)

안전 및 규제

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

GHS 분류

GHS Classification · 4건

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P280, P301+P317, P302+P352, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 4 (100%)

안전 데이터

wgk
3
rtecs
RN8925000
독성
mouse,LD50,intraperitoneal,75mg/kg (75mg/kg),Japanese Journal of Antibiotics. Vol. 33, Pg. 320, 1980.
risk_code
20/21/22
hazard_code
Xn
safety_code
36-45
스토리지 클래스
11 - Combustible Solids

화학 및 산업

응용 분야

용도Terreic Acid is an inhibitor of the catalytic activity of BTK. It is used in the method for treating SWI/SNF complex-deficient cancers comprising glutathione (GSH) metabolic pathway inhibitor.

공급사18 곳

Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
孟成科技(上海)有限公司400-820-6829 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
上海维亦特生物科技有限公司15317051735 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
Alfa Chemistry+1-5166625404 · [email protected]
风咏生物(AbMole)021-10000000 13000000000 · [email protected]

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데이터베이스 식별자

CAS
121-40-4
PubChem CID
91437
DTXSID
DTXSID40879070
ChEMBL
CHEMBL1455300
ChEBI
CHEBI:156546
UNII
XM2Y0DRJ7D
EC Number
635-585-7
Nikkaji
J5.338D
EMMX Biotechnology LLC888-539-0666 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]
BOC Sciences[email protected]
ChemeGen 中国18818260767 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]