기본 정보
- 표준 SMILES
O=C(O)c1ccc(O)c(O)c1- InChIKey
YQUVCSBJEUQKSH-UHFFFAOYSA-N- 분자식
- C7H6O4
- 평균 분자량
- 154.12 g/mol
- 단동위원소 질량
- 154.02660867
개요
3,4-dihydroxybenzoic acid is a dihydroxybenzoic acid in which the hydroxy groups are located at positions 3 and 4. It has a role as an EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitor, an antineoplastic agent, a plant metabolite, a human xenobiotic metabolite and an EC 1.1.1.25 (shikimate dehydrogenase) inhibitor. It is a dihydroxybenzoic acid and a member of catechols. It is functionally related to a benzoic acid. It is a conjugate acid of a 3,4-dihydroxybenzoate.
이름 및 식별자
- 우선 이름
- Protocatechuic Acid
- IUPAC
- 3,4-dihydroxybenzoic acid
- 현지명
- 3,4-다이하이드록시벤조익애씨드
- 영어명
- Protocatechuic acid
- 분자식
- C7H6O4
- 분자량
- 154.12
이름 및 동의어
3,4-DIHYDROXYBENZOIC ACIDprotocatechuic acid99-50-34-Carboxy-1,2-dihydroxybenzeneProtocatehuic acid4,5-Dihydroxybenzoic acidDTXSID402121236R5QJ8L4BNSC-16631DTXCID601212FEMA NO. 4430CHEBI:36062
이름 더 보기
3,4-다이하이드록시벤조익애씨드3,4-디히드록시벤조산Protocatechoic AcidHypogallic acid3,4-DihydroxybenzoicPROTOCATECHUIC ACID(P)Protocatechuic aci3,4-Dihydroxybenzoic acid,97%Pyrocatechol-p-carboxylic acid
RefChem:25857202-760-0protocatechuateBenzoic acid, 3,4-dihydroxy-3,4-DihydroxybenzoicacidMFCD000025093,4-Dihydroxy Benzoic Acidprotocatechuicacid
데이터베이스 식별자
- CAS
99-50-3- PubChem CID
- 72
- DTXSID
DTXSID4021212- ChEMBL
CHEMBL37537- ChEBI
CHEBI:36062- UNII
- 36R5QJ8L4B
- EC Number
- 202-760-0
- Nikkaji
- J11.618A
물성
구조 계산 물성
- XLogP
- 1.1
- 극성 표면적
- 77.8 Ų
- 수소 결합 공여자 수
- 3
- 수소 결합 수용자 수
- 4
- 회전 가능 결합 수
- 1
- 무거운 원자 수
- 11
- 형식 전하
- 0
- 복잡도
- 157
실험 및 물리화학적 성질
Chemical ClassesBiological Agents -> Plant Oils and Extracts
DrugsPharmaceuticals -> Listed in ZINC15
LogP0.86
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility
18.2 mg/mL at 14 °C
Soluble
Soluble (in ethanol)
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point221 °C
Vapor Pressure0.0000021 [mmHg]
Physical Description
White to brownish solid; Discolored by air; [Merck Index]
Solid
Light brown solid
Dissociation Constants4.26 (at 25 °C)
Collision Cross Section
122.3 Ų [M+H-H2O]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
122.9 Ų [M-H]-
물리화학적 성질
- 녹는점
- 197 · 197-200 °C (dec.) (lit.)
- 끓는 점
- 237.46 °C · 237.46°C (rough estimate)
- 밀도
- 1.54 · 1.54
- 굴절률
- 1.64 · 1.6400 (estimate)
- FEMA
- 4430 · 4430 | 3,4-DIHYDROXYBENZOIC ACID
- 저장 조건
- 30 °C · Store below +30°C.
- 용해도
- 20 g/L · 20g/L
- 산도 계수 (pKa)
- 4.48 · 4.48(at 25℃)
- 물리적 상태
- 미세 결정성 분말
- 색상
- 베이지에서 브라운까지
- 수소이온지수(pH)
- 3.78 · 3.78(1 mM solution);3.25(10 mM solution);2.74(100 mM solution)
- 냄새
- 100 %에서 · 100.00%에서. 순한 페놀 발사믹
- 냄새 유형
- 페놀성
- 수용성
- 뜨거운 알코올과 에테르에 용해됩니다. 물에 약간 용해됩니다.
- Merck
- 14 · 14,7894
- JECFA Number
- 2278 · 2278
- BRN
- 1448841 · 1448841
- 안정성
- 안정적인. 강한 산화제, 강한 염기와 호환되지 않습니다.
- 화장품 원료 기능
- 피부 보호
- InChI
- 1S/C7H6O4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H,(H,10,11)
- InChIKey
- YQUVCSBJEUQKSH-UHFFFAOYSA-N
- SMILES
- OC(=O)c1ccc(O)c(O)c1
- LogP
- 1.16 · 1.16
- EPA
- Protocatechuic acid (99-50-3)
화학적 성질
white to light yellow crystal powder
안전 및 규제
GHS 분류
GHS Classification
Warning
H315 (100%): 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 140 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Regulatory Information
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Benzoic acid, 3,4-dihydroxy-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryCauses other liver changes and multiple enzyme effects in 28-day intermittent oral studies of rats; Intraperitoneal LD50 (mouse) > 800 mg/kg; [RTECS] A skin and strong eye irritant; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
안전 데이터
- wgk
- 3
- rtecs
- UL0560000
- HS 번호
- 29182990
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36-37/39
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
Metabolism/MetabolitesProtocatehuic acid is a known human metabolite of 3,4-dihydroxyphenylacetic acid.
MeSH Pharmacological ClassificationAgents that reduce the frequency or rate of spontaneous or induced tumors independently of the mechanism involved.
Tissue LocationsFibroblasts
용도 및 제조
Uses
Present in wheat grains and many other plants; [Merck Index]
Synthetic Polymer MALDI Matrix Compounds
Use Classification
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
응용 분야
용도3,4-Dihydroxybenzoic Acid is a metabolite of polyphenols such as Phloretin (P339000) and Quercetin (Q509500).
일반 설명Protocatechuic acid belongs to the class of polyphenolic compounds, which can be generally isolated from the dried flower of roselle. It can serve as a potential candidate possessing anticancer property, which can be involved in suppressing the growth of human promyelocytic leukemia HL-60 cells.
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추가 설명
정의ChEBI: A dihydroxybenzoic acid in which the hydroxy groups are located at positions 3 and 4.
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