Structure Database (LMSD)

Common Name
(25S)-delta(1,7)-dafachronic acid
Systematic Name
(5α,25S)-3-oxocholest-1,7-dien-26-oic acid
Synonyms
  • (25S)-3-ketocholest-1,7-dien-26-oic acid
  • dafa#1
  • delta1,7-dafachronic acid
  • (+)-(5a,25S)-3-oxocholest-1,7-dien-26-oic acid
LM ID
LMST04030223
Formula
C27H40O3
Exact Mass
Calculate m/z
412.297745
Sum Composition
ST 27:4;O3
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C27 bile acids, alcohols, and derivatives [ST0403]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Caenorhabditis elegans (#6239)
Chromadorea (#119089)
Comparative metabolomics reveals endogenous ligands of DAF-12, a nuclear hormone receptor, regulating C. elegans development and lifespan.,
Cell Metab, 2014
Pubmed ID: 24411940

String Representations

InChiKey (Click to copy)
ZDKITBVZRSMXSV-OBRBSRNPSA-N
InChi (Click to copy)
InChI=1S/C27H40O3/c1-17(6-5-7-18(2)25(29)30)22-10-11-23-21-9-8-19-16-20(28)12-14-26(19,3)24(21)13-15-27(22,23)4/h9,12,14,17-19,22-24H,5-8,10-11,13,15-16H2,1-4H3,(H,29,30)/t17-,18+,19+,22-,23+,24+,26+,27-/m1/s1
SMILES (Click to copy)
C1=CC(=O)C[C@]2([H])CC=C3[C@@]([H])([C@]21C)CC[C@]1(C)[C@@]([H])([C@H](C)CCC[C@H](C)C(=O)O)CC[C@]13[H]

Other Databases

CHEBI ID
83137
PubChem CID
57521647
SMID ID
dafa#1

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 442.03
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 6.44
Molar Refractivity 119.92

Admin

Created at
14th Jul 2020
Updated at
10th Feb 2021