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1-Palmitoyl-2-oleoyl-sn-glycero-3-(phospho-rac-(1-glycerol))

HCID 5283509
노트반응
기본 정보개요이름 및 식별자물성화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
185435-28-3
표준 SMILES
CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(O)OCC(O)CO
InChIKey
PAZGBAOHGQRCBP-DDDNOICHSA-N
분자식
C40H77O10P
평균 분자량
749 g/mol
단동위원소 질량
748.52543565

개요

1-palmitoyl-2-oleoyl-sn-glycero-3-phosphoglycerol is a phosphatidylglycerol in which the 1- and 2-acyl groups are specified as palmitoyl and oleoyl respectively. It is functionally related to a hexadecanoic acid and an oleic acid. It is a conjugate acid of a 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphoglycerol(1-).

이름 및 식별자

우선 이름
1-Palmitoyl-2-oleoyl-sn-glycero-3-(phospho-rac-(1-glycerol))
IUPAC
[(2R)-1-[2,3-dihydroxypropoxy(hydroxy)phosphoryl]oxy-3-hexadecanoyloxypropan-2-yl] (Z)-octadec-9-enoate

이름 및 동의어

185435-28-31-Palmitoyl-2-oleoyl-sn-glycero-3-phosphatidylglycerol1-Palmitoyl-2-oleoyl-sn-glycero-3-(phospho-rac-(1-glycerol))POPG, l-POPG, R-F72017VPR7L-alpha-1-Palmitoyl-2-oleoylglycerophosphoglycerol9-Octadecenoic acid (9Z)-, (1R)-1-((((2,3-dihydroxypropoxy)hydroxyphosphinyl)oxy)methyl)-2-((1-oxohexadecyl)oxy)ethyl ester9-Octadecenoic acid (Z)-, 1-((((2,3-dihydroxypropoxy)hydroxyphosphinyl)oxy)methyl)-2-((1-oxohexadecyl)oxy)ethyl ester, (1R)-(2,3-dihydroxypropoxy)[(2R)-3-(hexadecanoyloxy)-2-[(9Z)-octadec-9-enoyloxy]propoxy]phosphinic acid(2,3-dihydroxypropoxy)((2R)-3-(hexadecanoyloxy)-2-((9Z)-octadec-9-enoyloxy)propoxy)phosphinic acidRefChem:76856
이름 더 보기
POPG[(2R)-1-[2,3-dihydroxypropoxy(hydroxy)phosphoryl]oxy-3-hexadecanoyloxypropan-2-yl] (Z)-octadec-9-enoate1-Palmitoyl-2-oleoyl-sn-glycero-3-phospho-rac-glycerol1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-rac-glycerol)1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphoglycerol16:0-18:1 PGUNII-F72017VPR7PG(16:0/18:1)

물성

구조 계산 물성

XLogP
12.3
극성 표면적
149 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
10
회전 가능 결합 수
41
무거운 원자 수
51
형식 전하
0
복잡도
868

실험 및 물리화학적 성질

LipidsLipids -> Glycerophospholipids [GP] -> Glycerophosphoglycerols [GP04] -> Diacylglycerophosphoglycerols [GP0401]

화학 및 산업

약리 정보

PharmacodynamicsPalmitoyloleoyl-phosphatidylglycerol is a replacement surfactant which prevents alveolar collapse when administered intratracheally.
Mechanism of ActionPalmitoyloleoyl-phosphatidylglycerol reduces interfacial tension at the air/water interfaces in the alveoli. This prevents the tension from pulling the alveolar membranes inwards which would collapse them and lead to respiratory distress.

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데이터베이스 식별자

CAS
185435-28-3
PubChem CID
5283509
DTXSID
DTXSID801369275
ChEBI
CHEBI:34080
UNII
F72017VPR7
Nikkaji
J1.014.852I