CAS 17364-16-8|CAS 14863-27-5|3-sn-Lysophosphatidylcholine, 1-palmitoyl|1-Palmitoyl-sn-glycero-3-phosphocholine|(2-{[(2R)-3-(hexadecanoyloxy)-2-hydroxypropyl phosphonato]oxy}ethyl)trimethylazanium|L-...

General Information

Structure

Molecular Formula

C₂₄H₅₀NO₇P

Molecular Mass

495.630061

Exact Mass

495.33248958

Charge

InChI

InChI=1S/C24H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25(2,3)4/h23,26H,5-22H2,1-4H3/t23-/m1/s1

InChIKey

ASWBNKHCZGQVJV-HSZRJFAPSA-N

Canonic Smiles

CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(OCC[N+](C)(C)C)[O-])O

Isomeric Smiles

CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O

Calculated Properties

JChem

LogD (pH = 7.4)

3.22

LogD (pH = 5.5)

3.22

Log P

1.19

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

1.86

Polar Surface Area

105.12

Polarizability

58.53

Molar Refractivity

142.27

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

Synonyms

3-sn-Lysophosphatidylcholine, 1-palmitoyl1-Palmitoyl-sn-glycero-3-phosphocholineLysolecithin, palmitoylL-α-Palmitoyl-lysophosphatidylcholineL-γ-Palmitoyl-α-lysolecithin1-Hexadecanoyl-sn-glycero-3-phosphocholinePalmitoyl L-α-LysolecithinMPPC1-O-Palmitoyl-2-lyso-sn-glycero-3-phosphocholinePalmitoyl L-α-Lysophosphatidylcholine1-Palmitoyl-sn-glycero-3-phosphocholine1-Hexadecanoyllysolecithin1-Hexadecanoyl-sn-glycerol-3-phosphorylcholinePalmitoyl L-Lysophosphatidylcholineγ-Palmitoyl-L-α-lysophosphatidylcholine(7R)-3,5,9-4,7-Dihydroxy-N,N,N-trimethyl-10-oxotrioxa-4-phosphapentacosan-1-aminium 4-Oxide Inner SaltLysophosphatidylcholine(16:0)LyPC(16:0)1-hexadecanoyl-2-lysophosphatidylcholineGPCho 16:0/0:0LPC 16:0/0:0LysoPC 16:0/0:0PC(16:0/0:0)LPC(16:0/0:0)LysoPC(16:0)1-palmitoylphosphatidylcholine1-16:0-lysophosphatidylcholine1-palmitoyl-2-lysophosphatidylcholineGPCho(16:0/0:0)GPC(16:0)1-palmitoyl-sn-glycero-3-phosphocholine1-palmitoyl-GPC1-hexadecanoyl-sn-glycero-3-phosphocholineLysoPC(16:0/0:0)1-16:0-lysoPC1-palmitoyl-2-hydroxy-sn-glycero-3-phosphocholine(2R)-2-hydroxy-3-(hexadecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate16:0 LYSO-PCGPC(16:0/0:0)LPC(16:0)lysophosphatidylcholine(16:0/0:0)1-hexadecanoyl-sn-glycero-3-phosphocholine1-palmitoyl-GPC (16:0)LyPC(16:0/0:0)1-palmitoyl-phosphatidylcholine

IUPAC Traditional name

(2-{[(2R)-3-(hexadecanoyloxy)-2-hydroxypropyl phosphonato]oxy}ethyl)trimethylazanium

IUPAC name

(2-{[(2R)-3-(hexadecanoyloxy)-2-hydroxypropyl phosphonato]oxy}ethyl)trimethylazanium

Names and Identifiers

Registration numbers

Beilstein Number

5385682

MDL Number

MFCD00036904

PubChem SID

24896398162227263162169195

CAS Number

17364-16-814863-27-5

PubChem CID

460602

Rhea Database

RHEA:43796RHEA:40435RHEA:38819RHEA:45176RHEA:37475RHEA:35995RHEA:37867RHEA:40483RHEA:41151RHEA:41203RHEA:53520RHEA:37703RHEA:43816RHEA:63784RHEA:38771RHEA:38975RHEA:67756

MetaboLights Database

MTBLS1918MTBLS744MTBLS353MTBLS1866MTBLS562MTBLS181MTBLS2970MTBLS135MTBLS159MTBLS2406MTBLS670MTBLS2782MTBLS286MTBLS179MTBLS432

CHEBI ID

CHEBI:73795CHEBI:72998

ACToR Database

Reaxys Registry

BKMS React Database

UniProt Database

LIPID MAPS Instance

SwissLipids Database Link

SureChEMBL Database

CHEMBL

BRENDA Database

MetaCyc Database

HMDB Database

BRENDA Ligand Database

110013

Registration numbers

Properties

Safety Information

German water hazard class

Personal Protective Equipment

Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Storage Temperature

-20°C

MSDS Link

Download link

Storage Condition

Refrigerator

Product Information

≥99%

synthetic

Download link

Physical Property

>192°C (dec.)

Methanol

White Solid

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

TRC

P157345

A lipid biomarker for stable and unstable heart disease.

ChEBI

CHEBI:72998

A lysophosphatidylcholine 16:0 in which a hexadecanoyl (palmitoyl) group is attached to the glycero moiety at position 1.

Molecule Details

References

PubChem Literature

From Data Sources

• Thomas, A., et al.: Anal. Chem., 82, 6687 (1997)

• Gaziano, J., et al.: Circulation, 96, 2520 (1997)

References

Bioactivity

PubChem BioAssay

Bioactivity

Data Source

Commercial Catalog

Academic Data

Names and Identifiers

Synonyms

IUPAC Traditional name

(2-{[(2R)-3-(hexadecanoyloxy)-2-hydroxypropyl phosphonato]oxy}ethyl)trimethylazanium

IUPAC name

(2-{[(2R)-3-(hexadecanoyloxy)-2-hydroxypropyl phosphonato]oxy}ethyl)trimethylazanium

Molecule Details

TRC

P157345

A lipid biomarker for stable and unstable heart disease.

ChEBI

CHEBI:72998

A lysophosphatidylcholine 16:0 in which a hexadecanoyl (palmitoyl) group is attached to the glycero moiety at position 1.

References

PubChem Literature

From Data Sources

• Thomas, A., et al.: Anal. Chem., 82, 6687 (1997)

• Gaziano, J., et al.: Circulation, 96, 2520 (1997)

Bioactivity

PubChem BioAssay

Registration numbers

Beilstein Number

5385682

MDL Number

MFCD00036904

PubChem SID

24896398162227263162169195

CAS Number

17364-16-814863-27-5

PubChem CID

460602

Rhea Database

RHEA:43796RHEA:40435RHEA:38819RHEA:45176RHEA:37475RHEA:35995RHEA:37867RHEA:40483RHEA:41151RHEA:41203RHEA:53520RHEA:37703RHEA:43816RHEA:63784RHEA:38771RHEA:38975RHEA:67756

MetaboLights Database

MTBLS1918MTBLS744MTBLS353MTBLS1866MTBLS562MTBLS181MTBLS2970MTBLS135MTBLS159MTBLS2406MTBLS670MTBLS2782MTBLS286MTBLS179MTBLS432

CHEBI ID

CHEBI:73795CHEBI:72998

ACToR Database

Reaxys Registry

BKMS React Database

UniProt Database

LIPID MAPS Instance

SwissLipids Database Link

SureChEMBL Database

CHEMBL

BRENDA Database

MetaCyc Database

HMDB Database

BRENDA Ligand Database

110013

Properties

Safety Information

German water hazard class

Personal Protective Equipment

Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Storage Temperature

-20°C

MSDS Link

Download link

Storage Condition

Refrigerator

Product Information

≥99%

synthetic

Download link

Physical Property

>192°C (dec.)

Methanol

White Solid

Molecule

ID:132986