Structure Database (LMSD)

Systematic Name
32-(3-Oxotetrahydrofuran)-bacteriohopane
Synonyms
  • oxo-anhydroBHdiol
LM ID
LMPR04000049
Formula
C35H58O2
Exact Mass
Calculate m/z
510.443681
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Hopanoids [PR04]

References

Comments
Submitted by Zoë van Kemenade

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
marine sediment metagenome (#412755)
Bacteriohopanepolyols and glycerol dialkyl glycerol tetraethers record Holocene redox regime shifts in a marine inlet in eastern Prydz Bay, Antarctica,
Org Geochem, 2025

String Representations

InChiKey (Click to copy)
KPFYGVVYJWXJEL-CNTMMNIUSA-N
InChi (Click to copy)
InChI=1S/C35H58O2/c1-23(9-10-27-26(36)16-22-37-27)24-13-19-32(4)25(24)14-20-34(6)29(32)11-12-30-33(5)18-8-17-31(2,3)28(33)15-21-35(30,34)7/h23-25,27-30H,8-22H2,1-7H3/t23?,24?,25?,27?,28?,29?,30?,32-,33-,34+,35+/m0/s1
SMILES (Click to copy)
C1C[C@@]2(C)[C@]3(C)CCC4C(C(CCC5C(=O)CCO5)C)CC[C@]4(C)C3CCC2[C@@]2(C1C(C)(C)CCC2)C

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 6
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 554.84
Topological Polar Surface Area 28.37
Hydrogen Bond Donors
Hydrogen Bond Acceptors 2
logP 9.82
Molar Refractivity 153.21

Admin

Created at
30th Aug 2024
Updated at
9th Oct 2025