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Diplopterol information


Diplopterol is a triterpenoid molecule commonly produced by bacteria, ferns, and a few protozoans. This compound, classified as a member of the hopanoid family, is synthesized from triterpenoid precursor squalene. It is generally believed that hopanoids serve a similar function in bacteria as that of sterols in eukaryotes, which involves modulating membrane fluidity. Diplopterol serves as a useful biomarker for prokaryotic life, along with oxygen content at the time of sediment deposition.

Diplopterol
Names
Systematic IUPAC name
2-[(3S,3aS,5aR,5bR,7aS,11aS,11bR,13aR,13bS)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-3-yl]propan-2-ol
Other names
hopan-22-ol
22-hydroxyhopane
22-hopanol
Identifiers
CAS Number
  • 1721-59-1 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 144542
PubChem CID
  • 164874
CompTox Dashboard (EPA)
  • DTXSID40169206 Edit this at Wikidata
SMILES
  • C[C@]12CC[C@@H]([C@@H]1CC[C@@]3([C@@H]2CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CCCC5(C)C)C)C)C)C(C)(C)O
Properties
Chemical formula
C30H52O
Molar mass 428.7 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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Diplopterol

Last Update:

Diplopterol is a triterpenoid molecule commonly produced by bacteria, ferns, and a few protozoans. This compound, classified as a member of the hopanoid...

Word Count : 1332

Hopanoids

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presumably thickening the membrane to decrease permeability. The hopanoid diplopterol orders membranes by interacting with lipid A, a common membrane lipid...

Word Count : 4593

C30H52O

Last Update:

C30H52O (molar mass: 428.73 g/mol) may refer to: Ambrein Dinosterol Diplopterol Friedelanol (3α-Friedelanol) Epifriedelanol (3β-Friedelanol) Tetrahymanol...

Word Count : 60

Rhodoplanes

Last Update:

phototrophic genus of bacteria. Rhodoplanes produces hopanoids like diplopterol, tetrahymanol, 2-methyldiplopterol, 2-methyltetrahymanol, bacteriohopanetetrol...

Word Count : 340

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