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이보텐산

Ibotenic Acid

HCID 1233
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
2552-55-8
표준 SMILES
NC(C(=O)O)c1cc(=O)[nH]o1
InChIKey
IRJCBFDCFXCWGO-UHFFFAOYSA-N
분자식
C5H6N2O4
평균 분자량
158.11 g/mol
단동위원소 질량
158.03275668

개요

Ibotenic acid is a non-proteinogenic alpha-amino acid. It has a role as a neurotoxin.

이름 및 식별자

우선 이름
Ibotenic Acid
IUPAC
2-amino-2-(3-oxo-1,2-oxazol-5-yl)acetic acid
현지명
이보텐산
영어명
Ibotenic acid
분자식
C5H6N2O4
분자량
158.11

이름 및 동의어

Ibotenic acid2552-55-8DL-Ibotenic acid(RS)-Ibotenic acidAcid, Ibotenicalpha-Amino-2,3-dihydro-3-oxo-5-isoxazoleacetic acid2-amino-2-(3-oxo-1,2-oxazol-5-yl)acetic acid2-amino-2-(3-oxoisoxazol-5-yl)acetic acid44AS82FRSI5-Isoxazoleacetic acid, alpha-amino-2,3-dihydro-3-oxo-DTXSID408937714-Isoxazoline-5-acetic acid, alpha-amino-3-oxo-
이름 더 보기
이보텐산아이보텐산(RS)-이보텐산2-아미노-2-(3-옥소-1,2-옥사졸-5-일)아세트산5-아이속사졸아세트산, 알파-아미노-2,3-다이하이드로-3-옥소-DL-이보텐산아미노-(3-하이드록시-5-아이속사졸릴)아세트산알파-아미노-2,3-다이하이드로-3-옥소-5-아이속사졸아세트산알파-아미노-3-하이드록시-5-아이속사졸아세트산IBOTENIC ACID(RG)DL-Ibotenic acid.Ibotenic Acid (CRM)IBOTENIC ACID USP/EP/BPIbotenic acid in methanolIbotenic Acid [(RS)-Ibotenic acidIbotenic acid, excitotoxic agonist
NSC-2048502-Azaniumyl-2-(3-oxo-1,2-oxazol-5-yl)acetate(+-)-Ibotenic acidRefChem:789640DTXCID701323806637-415-7Ibotenate(+/-)-Ibotenic acid

물성

구조 계산 물성

XLogP
-3.9
극성 표면적
102 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
5
회전 가능 결합 수
2
무거운 원자 수
11
형식 전하
0
복잡도
235

실험 및 물리화학적 성질

DrugsDEA NFLIS-Drug Category -> Hallucinogens

물리화학적 성질

녹는점
141 · 141-147 °C
밀도
1.621 · 1.621±0.06 g/cm3 (20 ºC 760 Torr)
저장 조건
Keep in dark place,Inert atmosphere,Room temperature
용해도
2 O: · H2O: 가용성 1mg/mL, 투명, 무색(초음파 처리 포함)
물리적 상태
흰색 고체
산도 계수 (pKa)
2.16 · 2.16±0.10(Predicted)
색상
하얀색
냄새
Practically odorless. Faint, meat-like, mild and sweet taste in aqueous dilutions.
수용성
10 mM · Soluble to 10 mM in water and to 100 mM in 1.1eq. NaOH
안정성
1 · 제공된 대로 구매일로부터 1년 동안 안정적입니다. 증류수 용액은 -20°C에서 최대 1개월 동안 보관할 수 있습니다.
InChI
1S/C5H6N2O4/c6-4(5(9)10)2-1-3(8)7-11-2/h1,4H,6H2,(H,7,8)(H,9,10)
InChIKey
IRJCBFDCFXCWGO-UHFFFAOYSA-N
SMILES
NC(C(O)=O)C1=CC(=O)NO1
LogP
-1.07 · -1.070 (est)

안전 및 규제

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

GHS 분류

GHS Classification · 6건

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 1 notifications to the ECHA C&L Inventory.

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

유해성 정보

Hazard Classes and Categories · 2건

Acute Tox. 3 (100%)

Acute Tox. 3 (100%)

독성 정보

Health EffectsIbotenic acid is neurotoxic. (L1141)
Exposure RoutesOral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)
Toxicity Summary · 1건

A portion of ibotenic acid is metabolized to muscimol, a potent GABAA agonist, activating the receptor for the brain's major inhibitory neurotransmitter, GABA. Muscimol actually binds to the same binding site on the GABAA receptor complex as GABA itself, as opposed to other GABAergic drugs such as barbiturates and benzodiazepines which bind to separate regulatory sites. GABAA receptors are widely distributed in the brain, and so when muscimol is administered, it alters neuronal activity in multiple regions including the cerebral cortex, hippocampus, and cerebellum. However while muscimol is conventionally thought of as a selective GABAA agonist, it is also a potent partial agonist at the GABAC receptor, and so its effects profile results from a combined action at both targets. (L1142, L1672)

Signs and Symptoms · 1건

When ibotenic acid is ingested, a small portion is decarboxylated into muscimol. Ibotenic acid evokes entheogenic effects in human beings at doses in range of 50-100 mg. Peak intoxication is reached approximately 2-3 hours after oral ingestion, consisting of one or all of the following; visual distortions/hallucinations, loss of equilibrium, muscle twitching (commonly mislabeled as convulsions), and altered sensory perception. These effects generally last for 6-8 hours, varying with dose. (L1141)

화학 및 산업

약리 정보

MeSH Pharmacological ClassificationDrugs that bind to and activate excitatory amino acid receptors.

용도 및 제조

UsesIbotenic acid is used as a brain lesioning agent in the medical environment. When injected intracranially, ibotenic acid causes the development of lesions of the brain. (L1141)
응용 분야 · 1건

용도Ibotenic acid is a neuroexcitatory amino acid originally isolated from Amanita species that functions as a NMDA and metabotropic glutamate receptor agonist. As a neurotoxin, ibotenic acid is often used to induce brain lesions in animals that model cognitive dysfunctions resulting from neurodegenerative diseases, traumatic brain injury, and stroke.

제조 방법

Isolated from the Japanese fly mushroom. The acid can be produced synthetically.

상·하류 제품 정보

하류 제품

알파-아미노-2,3-디하이드로-2-옥소옥사졸-5-아세트산

공급사79 곳

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湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]

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0건
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화합물 노트

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이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트

데이터베이스 식별자

CAS
2552-55-8、60573-88-8
PubChem CID
1233
DTXSID
DTXSID40893771
ChEMBL
CHEMBL284895、CHEMBL30285
ChEBI
CHEBI:5854
UNII
44AS82FRSI
EC Number
622-405-7、637-415-7
Nikkaji
J7.613I

화학적 성질

Crystalline solid; forms monohydrate; mp151°C (303.8°F) (anhydrous), 145°C (293°F)(monohydrate); soluble in water and alcohol.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Non-Human Toxicity ValuesThe oral LD50 of ibotenic acid is reported to be 38 mg/kg in mice, and 129 mg/kg in rats.

안전 데이터

wgk
3
rtecs
NY2100000
ridadr
1544
독성
LD50 in mice, rats (mg/kg): 15, 42 i.v.; 38, 129 orally (Theobald)
risk_code
23/24/25-25-40
hazard_code
T,Xn
safety_code
45-38-36/37/39-28A-22-36
포장분류
III
위험 등급
6.1(b)
기존화학 물질
KE-05-0773
Hazard Classifications
Acute Tox. 3 Oral
스토리지 클래스
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
함량 및 규제정보
물질구분: 유독물질; 혼합물(제품)함량정보: 이보텐산 및 이를 1% 이상 함유한 혼합물
유해화학물질 필터링
97-1-224
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추가 설명

정의A isoxazole which, together with muscimol, is largely responsible for the toxicities of a number of mushrooms including those of the genus Amanita. It is a potent excitatory amino acid.