Structure via PubChem · Public domain (PubChem)
caldarchaeol
Sign in to saveAlso known as GDGT0
thumb|Molecular structures of iGDGTs containing 0 to 4 cyclopentane rings (GDGT-0 to GDGT-4). Caldarchaeol is a membrane-spanning lipid of the isoprenoid glycerol dialkyl glycerol tetraether (iGDGT) class, produced and used by archaea. Membranes made up of caldarchaeol are more stable since the hydrophobic chains are linked together (as compared to lipid bilayer structures in eukaryotes and bacteria), allowing archaea to withstand extreme conditions.
Chemical data
- Formula
- C86H172O6
- Molecular weight
- 1302.3 g/mol
- IUPAC name
- [(2R,7R,11R,15S,19S,22S,26S,30R,34R,38R,43R,47R,51S,55S,58S,62S,66R,70R)-38-(hydroxymethyl)-7,11,15,19,22,26,30,34,43,47,51,55,58,62,66,70-hexadecamethyl-1,4,37,40-tetraoxacyclodoheptacont-2-yl]methanol
- SMILES
- C[C@H]1CCC[C@H](CCC[C@H](CCOC[C@H](OCC[C@@H](CCC[C@@H](CCC[C@@H](CCC[C@@H](CC[C@H](CCC[C@H](CCC[C@H](CCC[C@H](CCOC[C@H](OCC[C@@H](CCC[C@@H](CCC[C@@H](CCC[C@@H](CC[C@H](CCC1)C)C)C)C)C)CO)C)C)C)C)C)C)C)C)CO)C)C
- InChIKey
- VMHUDYKDOMRJOK-QUYWEVSVSA-N
- XLogP
- 34
- Polar surface area
- 77.4 Ų
- H-bond donors
- 2
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 1301.315393
Show 4 more facts
- canonical SMILES
- CC1CCCC(CCCC(CCOCC(OCCC(CCCC(CCCC(CCCC(CCC(CCCC(CCCC(CCCC(CCOCC(OCCC(CCCC(CCCC(CCCC(CCC(CCC1)C)C)C)C)C)CO)C)C)C)C)C)C)C)C)CO)C)C
- chemical formula
- C₈₆H₁₇₂O₆
- isomeric SMILES
- C[C@H]1CCC[C@H](CCC[C@H](CCOC[C@H](OCC[C@@H](CCC[C@@H](CCC[C@@H](CCC[C@@H](CC[C@H](CCC[C@H](CCC[C@H](CCC[C@H](CCOC[C@H](OCC[C@@H](CCC[C@@H](CCC[C@@H](CCC[C@@H](CC[C@H](CCC1)C)C)C)C)C)CO)C)C)C)C)C)C)C)C)CO)C)C
- Commons category
- Caldarchaeol
via Wikidata · CC0
~6 min read
Encyclopedic overview
10 sectionsContents
- Chemical Structure
- Nomenclature
- Biological Sources
- Biosynthesis
- Biomarker Applications
- Caldarchaeol to Crenarchaeol Ratio
- Tetraether Index of 86 Carbon Atoms
- Archaeol and Caldarchaeol Ecometric (ACE)
- References
- Additional Resources
thumb|Molecular structures of iGDGTs containing 0 to 4 cyclopentane rings (GDGT-0 to GDGT-4). Caldarchaeol is a membrane-spanning lipid of the isoprenoid glycerol dialkyl glycerol tetraether (iGDGT) class, produced and used by archaea. Membranes made up of caldarchaeol are more stable since the hydrophobic chains are linked together (as compared to lipid bilayer structures in eukaryotes and bacteria), allowing archaea to withstand extreme conditions.
== Chemical Structure == Caldarchaeol is also known as dibiphytanyl diglycerol tetraether, or GDGT-0. Two glycerol units are linked together by two biphytanes, each of which consist of two phytanes linked together to form a linear chain of 32 carbon atoms (40 carbons including methyl branches).
Excerpted from Wikipedia’s “caldarchaeol” article, available under the CC BY-SA 4.0 licence.