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A15:0-i15:0 PE

CAT: 0804-HY-N15936Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N15936Size:1 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
A15:0-i15:0 PE is a diacyl phosphatidylethanolamine with two branched chains. a15:0-i15:0 PE is a non-canonical TLR2-TLR1 heterodimer agonist and has immunogenic activity. a15:0-i15:0 PE activates T cells and DC signaling and shows anti-inflammatory activity. a15:0-i15:0 PE induces TNFα and IL-6 production. a15:0-i15:0 PE is a the major component (approximately 50%) of A. muciniphila’s lipid membrane[1][2].
CAS Number
2936622-21-6
UNSPSC
12352211
Target
Interleukin Related; Toll-like Receptor (TLR)
Related Pathways
Immunology/Inflammation
Field of Research
Inflammation/Immunology
Purity
99
Smiles
NCCOP(OC[C@H](OC(CCCCCCCCCCCC(C)C)=O)COC(CCCCCCCCCC[C@H](CC)C)=O)(O)=O
Molecular Formula
C35H70NO8P
Molecular Weight
663.91
References & Citations
[1]Bae M, et al. Akkermansia muciniphila phospholipid induces homeostatic immune responses. Nature. 2022 Aug;608 (7921) :168-173. |[2]Ghosh S, et al. A phospholipid immunomodulator from Akkermansia muciniphila. Cell Host Microbe. 2022 Sep 14;30 (9) :1191-1193.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

1-(12S-methyltetradecanoyl)-2-(13-methyltetradecanoyl)-sn-glycero-3-phosphoethanolamine
CAS Number2936622-21-6
PubChem CID171120944
IUPAC Name[(2R)-3-[2-aminoethoxy(hydroxy)phosphoryl]oxy-2-(13-methyltetradecanoyloxy)propyl] (12S)-12-methyltetradecanoate
Molecular FormulaC35H70NO8P
Molecular Weight663.9
XLogP8.6
Topological Polar Surface Area134
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count35
Heavy Atom Count45
Formal Charge0
Complexity751
SMILES
CC[C@H](C)CCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)OC(=O)CCCCCCCCCCCC(C)C
InChI
InChI=1S/C35H70NO8P/c1-5-32(4)24-20-16-12-9-10-13-17-21-25-34(37)41-29-33(30-43-45(39,40)42-28-27-36)44-35(38)26-22-18-14-8-6-7-11-15-19-23-31(2)3/h31-33H,5-30,36H2,1-4H3,(H,39,40)/t32-,33+/m0/s1
InChIKey
LVZWYATVJUCCPG-JHOUSYSJSA-N
Chemical Structure
2D Structure
2D structure of 1-(12S-methyltetradecanoyl)-2-(13-methyltetradecanoyl)-sn-glycero-3-phosphoethanolamine
CAS: 2936622-21-6
CID: 171120944
Formula: C35H70NO8P
MW: 663.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight663.9
XLogP38.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count35
Exact Mass663.48390519
Monoisotopic Mass663.48390519
Topological Polar Surface Area134 Ų
Heavy Atom Count45
Formal Charge0
Complexity751
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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