Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
3-히드록시안트라닐산
2-아미노-3-하이드록시-벤조산 · 3-히드록시안트라닐산 · 2-AMINO-3-HYDROXYBENZOIC ACID · 3-HYDROXY-ANTHRANILATE · 3-HYDROXYANTHRANILLIC ACID · 3-Ohaa · NSC 522891 · JACS-548-93-6
식별자 및 물리적 특성
| CAS No. | 548-93-6 |
|---|---|
| 분자식 | C7H7NO3 |
| 평균 분자량 | 153.14 g/mol |
| 단동위원소 질량 | 153.04259308 g/mol |
| SMILES | Nc1c(O)cccc1C(=O)O |
| InChIKey | WJXSWCUQABXPFS-UHFFFAOYSA-N |
| PubChem CID | 86 |
| ChEMBL | CHEMBL445304 |
| ChEBI | CHEBI:15793 |
| EC No. | 208-962-5 |
| DTXSID | DTXSID40203290 |
| 현지명 | 3-히드록시안트라닐산 |
화학 및 물리적 성질
| XLogP | 0.9 |
|---|---|
| 극성 표면적 | 83.6 |
| 수소 결합 공여자 수 | 3 |
| 수소 결합 수용자 수 | 4 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 11 |
| 형식 전하 | 0 |
| 복잡도 | 160 |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| Color/Form | LEAFLETS IN WATER |
| 용해도 | SLIGHTLY SOL IN WATER, SOL IN HOT WATER, ALCOHOL, ETHERSOL IN CHLOROFORMDMSO(약간 용해됨), 메탄올(약간 용해됨, 가열) |
| 녹는점 | 164 °C240 °C (dec.)(lit.) |
| Physical Description | Solid |
| Collision Cross Section | 131.2 Ų [M+H]+ [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]131.3 Ų [M+H]+ |
| 끓는 점 | 276.03°C (rough estimate) |
| 밀도 | 1.3585 (rough estimate) |
| 굴절률 | 1.5500 (estimate) |
| 저장 조건 | Keep in dark place,Sealed in dry,Room Temperature |
| 물리적 상태 | 액체 또는 저융점 고체 |
| pKa(산도 계수) | pK1: 2.5(+1)pK2: 5.192(0)pK3: 10.118(OH) (25°C) |
| 색상 | 무색투명~백색~황색~주황색 |
| 주요 응용 | 펩타이드 합성 |
| InChI | InChI=1S/C7H7NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-3,9H,8H2,(H,10,11) |
| InChIKey | WJXSWCUQABXPFS-UHFFFAOYSA-N |
| SMILES | C(O)(=O)C1=CC=CC(O)=C1N |
안전 및 규제
| GHS 분류 | WarningH302 (97.6%): Harmful if swallowed [Warning Acute toxicity, oral]P203, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (97.6%) |
| 상호 작용 | TRYPTOPHAN ADMIN RAISED OUTPUT OF FREE FORM /OF 3-HYDROXYANTHRANILIC ACID/ PRINCIPALLY IN HUMAN URINE...EFFECT OF CIGARETTE SMOKING ON (CARCINOGEN) 3-HYDROXY ANTHRANILIC ACID EXCRETION WAS STUDIED ON 20 NORMAL INDIVIDUALS IN FASTING STATE. SMOKING INCR EXCRETION OF THIS METABOLITE IN URINE SIGNIFICANTLY. |
| Human Toxicity Excerpts | SINCE FREE FORM WITH CARCINOGENIC POTENTIAL WAS EXCRETED...& INCR ONLY IN SUBJECTS TREATED WITH TRYPTOPHAN, RELATIONSHIP /WITH/...CARCINOGENESIS... RELEVANT TO MAN. ... INTAKE OF TRYPTOPHAN &/OR RATE OF TRYPTOPHAN METAB... IMPORTANT, SINCE RATES OF HYDROLYSIS OF 3-HYDROXYANTHRANILIC ACID CONJUGATES ARE TOO SLOW...PATTERNS OF URINARY EXCRETION OF FREE & CONJUGATED FORMS OF 3-HYDROXYANTHRANILIC ACID CHANGE STRIKINGLY IN DIFFERENT SPECIES OF MAMMALS, & THIS MAY BE IMPORTANT SINCE 3-HYDROXYANTHRANILIC ACID, A TRYPTOPHAN METABOLITE, IS SUSPECTED OF CAUSING BLADDER CANCER.THE POSSIBLE ROLE OF ENDOGENOUS TRYPTOPHAN METABOLITES & OF 1 TYROSINE METABOLITE IN INDUCING BLADDER CANCER IN HUMANS IS DISCUSSED. |
| Non-Human Toxicity Excerpts | ...REPORTED TO INDUCE CHROMATID BREAKS IN CULTURED HUMAN EMBRYO CELLS @ CONCN OF 30 MG/L. ONE CHROMOSOME TRANSLOCATION WAS OBSERVED IN 338 METAPHASE CELLS EXAMINEDNONE WERE SEEN IN 300 CONTROL METAPHASE CELLS.CARCINOGENIC EFFECT WAS SHOWN BY 3-HYDROXYANTHRANILIC ACID IMPLANTED INTO THE BLADDER WALL IN MICE.RESULTS DID NOT SUPPORT HYPOTHESIS THAT TRYPTOPHAN METABOLITES PRODUCED BY INTESTINAL MICROFLORA ARE MAJOR ETIOLOGIC FACTORS IN CANCER OF COLON, THEY WERE NEG IN AMES TEST.3-HYDROXYANTHRANILIC ACID ADMIN SC TO MICE @ 2.5 MG TWICE WEEKLY FOR 10 WK INDUCED TUMORS IN THE URINARY BLADDER.PRESENCE OF 20% 3-HYDROXYANTHRANILIC ACID IN THE PELLETS MADE NO CHANGE IN THE INCIDENCE OF TUMORS. |
| Probable Routes of Human Exposure | HYDROXYANTHRANILIC ACID WAS FOUND IN BOTH SERUM & BLOOD CLOTS OF WORKERS CONTACTING ANILINE DYES. |
| 수질 위해 등급(WGK) | 3 |
| RTECS 번호 | DG2625000 |
| 관세 코드 | 29225000 |
| 위험 문구(R) | 20/21/22-36/37/38-40 |
| 위험 표시 | Xn |
| 안전 문구(S) | 22-26-36 |
| 위험 등급 | Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralCarc. 2Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 저장 분류 | 11 - Combustible Solids |
| 유해 물질 데이터 | 548-93-6(Hazardous Substances Data) |
용도
용도
3-Hydroxyanthranilic Acid is one of the tryptophan’s metabolites along the kynurenine pathway. 3-Hydroxyanthranilic Acid has been shown to induce apoptosis in T cells.