Melittin

HCID 16133648

기본 정보

CAS: 20449-79-0
표준 SMILES: CC[C@H](C)[C@H](NC(=O)CN)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(N)=O)[C@@H](C)CC)[C@@H](C)CC)[C@@H](C)O)[C@@H](C)O)C(C)C)C(C)C
InChIKey: VDXZNPDIRNWWCW-JFTDCZMZSA-N
분자식: C131H229N39O31
평균 분자량: 2,846.5 g/mol
단동위원소 질량: 2,844.75417155

개요

Melittin is a 26-membered polypeptide consisting of Gly, Ile, Gly, Ala, Val, Leu, Lys, Val, Leu, Thr, Thr, Gly, Leu, Pro, Ala, Leu, Ile, Ser, Trp, Ile, Lys, Arg, Lys, Arg, Gln and Gln-NH2 residues joined in sequence. It is the principal active component of bee venom. It has a role as an antineoplastic agent, an EC 2.7.11.13 (protein kinase C) inhibitor, a hepatoprotective agent, a neuroprotective agent, an apoptosis inducer, an animal metabolite and a venom. It is a peptidyl amide and a polypeptide.

이름 및 식별자

우선 이름: Melittin
IUPAC: (2S)-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-[[2-[[(2S,3R)-2-[[(2S,3R)-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[2-[[(2S,3S)-2-[(2-aminoacetyl)amino]-3-methylpentanoyl]amino]acetyl]amino]propanoyl]amino]-3-methylbutanoyl]amino]-4-methylpentanoyl]amino]hexanoyl]amino]-3-methylbutanoyl]amino]-4-methylpentanoyl]amino]-3-hydroxybutanoyl]amino]-3-hydroxybutanoyl]amino]acetyl]amino]-4-methylpentanoyl]pyrrolidine-2-carbonyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]-3-methylpentanoyl]amino]-3-hydroxypropanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-3-methylpentanoyl]amino]hexanoyl]amino]-5-carbamimidamidopentanoyl]amino]hexanoyl]amino]-5-carbamimidamidopentanoyl]amino]-5-oxopentanoyl]amino]pentanediamide
영어명: MELITTIN
분자식: C131H229N39O31
분자량: 2846.47

이름 및 동의어

MelittinHoneybee melittinBee venom melittinGIGAVLKVLTTGLPALISWIKRKRQQ-NH2CHEBI:673637231-28-0Gly-Ile-Gly-Ala-Val-Leu-Lys-Val-Leu-Thr-Thr-Gly-Leu-Pro-Ala-Leu-Ile-Ser-Trp-Ile-Lys-Arg-Lys-Arg-Gln-Gln-NH2DTXSID40893812RefChem:42360DTXCID101323858253-417-7(2S)-2-(((2S)-5-amino-2-(((2S)-2-(((2S)-6-amino-2-(((2S)-2-(((2S)-6-amino-2-(((2S,3S)-2-(((2S)-2-(((2S)-2-(((2S,3S)-2-(((2S)-2-(((2S)-2-(((2S)-1-((2S)-2-((2-(((2S,3R)-2-(((2S,3R)-2-(((2S)-2-(((2S)-2-(((2S)-6-amino-2-(((2S)-2-(((2S)-2-(((2S)-2-((2-(((2S,3S)-2-((2-aminoacetyl)amino)-3-methylpentanoyl)amino)acetyl)amino)propanoyl)amino)-3-methylbutanoyl)amino)-4-methylpentanoyl)amino)hexanoyl)amino)-3-methylbutanoyl)amino)-4-methylpentanoyl)amino)-3-hydroxybutanoyl)amino)-3-hydroxybutanoyl)amino)acetyl)amino)-4-methylpentanoyl)pyrrolidine-2-carbonyl)amino)propanoyl)amino)-4-methylpentanoyl)amino)-3-methylpentanoyl)amino)-3-hydroxypropanoyl)amino)-3-(1H-indol-3-yl)propanoyl)amino)-3-methylpentanoyl)amino)hexanoyl)amino)-5-carbamimidamidopentanoyl)amino)hexanoyl)amino)-5-carbamimidamidopentanoyl)amino)-5-oxopentanoyl)amino)pentanediamide

이름 더 보기

melittenmelittiniC11198MELLITINmelittin(major)beevenommelittinhoneybeemelittin

Melittin (honeybee)ForapineForapinMelittin TFAMelittin IMFCD00076868Melittin (major)Melittin (apis cerana)

데이터베이스 식별자

CAS: 20449-79-0、37231-28-0
PubChem CID: 16133648
DTXSID: DTXSID001046261
ChEMBL: CHEMBL412927
ChEBI: CHEBI:6736
EC Number: 253-417-7
Nikkaji: J390.575F

물성

구조 계산 물성

XLogP: -2.7
극성 표면적: 1,150 Å²
수소 결합 공여자 수: 41
수소 결합 수용자 수: 37
회전 가능 결합 수: 99
무거운 원자 수: 201
형식 전하: 0
복잡도: 6,300

실험 및 물리화학적 성질

Collision Cross Section756.79 Å² [M+4H]4+ [CCS Type: DT; Method: stepped-field]

물리화학적 성질

밀도: 1.39 · 1.39
저장 조건: -20 °C · -20°C
용해도: 1 mg/ml · Soluble to 1 mg/ml in 20% acetonitrile
물리적 상태: 흰색에서 희미한 황갈색 분말.
색상: White to off-white
생물학적 소스: animal (Apis mellifera)
수용성: 1 mg/ml · Soluble to 1 mg/ml in water
화장품 원료 기능: 피지 억제
InChIKey: VDXZNPDIRNWWCW-JFTDCZMZSA-N

안전 및 규제

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

Regulatory InformationMelittin: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAcute Tox. 4 (100%)

독성 정보

Health Effects · 1건

Melittin poisoning may cause development of optic neuritis and atrophy. Serious cases may lead to atrial fibrillation, cerebral infarction, acute myocardial infarction, Fisher's syndrome, Guillain-Barre syndrome, claw hand caused by Ulnar nerve entrapment, and haemorrhaging in the lungs. (L1012)

Exposure RoutesInjection (sting/bite) (L1811)

Toxicity Summary · 1건

Melittin has strong haemolytic activity. It integrates into cell membranes and has multiple effects, probably, as a result of its interaction with negatively charged phospholipids. Melittin inhibits well known transport pumps such as the Na+-K+-ATPase and the H+-K+-ATPase, and increases the permeability of cell membranes to ions, particularly Na+ and indirectly Ca2+, because of the Na+-Ca2+-exchange. (A608)

Signs and SymptomsMelittin poisoning is characterized by burning or stinging pain, swelling, and redness at the site of the bee sting, and may be followed by swelling of the tongue and throat, difficulty breathing, and shock. (L1012)

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Toxicity DataLD50: 6.00 mg/kg (Intravenous, Mouse) (A686)

안전 데이터

wgk: 3
rtecs: OS3965000
ridadr: UN 3462 6.1/PG 1
risk_code: 23/24/25
hazard_code: T
safety_code: 36-45-36/37/39
F 고인화성물질: 10-21
Hazard Classifications: Acute Tox. 3 DermalAcute Tox. 3 Oral
스토리지 클래스: 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

Free toxin may be removed by opsonization via the reticuloendothelial system (primarily the liver and kidneys) or it may be degraded through cellular internalization via the lysosomes. Lysosomes are membrane-enclosed organelles that contain an array of digestive enzymes, including several proteases.

용도 및 제조

UsesMelittin is the main component of bee venom. (L1014)

응용 분야

용도Melittin has been used in standard bacterium-killing assay to determine bactericidal activity and study the role of melittin in allergic reactions.

일반 설명Chemical structure: peptide

상·하류 제품 정보

상류 원료

공급사100 곳

陕西文迪生物科技有限公司17391978915 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]

陕西缔都新材料有限公司81124267 17392282731 · [email protected]

湖北威德利化学试剂有限公司181-6332-1995 18062128043 · [email protected]

추가 설명 · 1건

정의ChEBI: A 26-membered polypeptide consisting of Gly, Ile, Gly, Ala, Val, Leu, Lys, Val, Leu, Thr, Thr, Gly, Leu, Pro, Ala, Leu, Ile, Ser, Trp, Ile, Lys, Arg, Lys, Arg, Gln and Gln-NH2 residues joined in sequence. It is the principal active com onent of bee venom.

화합물 노트

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