Structure Database (LMSD)

Common Name
3alpha-OH-Delta7-dafachronic acid
Systematic Name
25S)3α-hydroxy-5α-cholest-7-en-26-oic acid
Synonyms
  • dafa#3
  • (+)-3a-hydroxy-(5a,25S)-3-oxocholest-7-en-26-oic acid
LM ID
LMST04030224
Formula
C27H44O3
Exact Mass
Calculate m/z
416.329045
Sum Composition
ST 27:2;O3
Status
Active
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)
WWAMLGNSINNDPI-NDGCQPAQSA-N
InChi (Click to copy)
InChI=1S/C27H44O3/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/h9,17-20,22-24,28H,5-8,10-16H2,1-4H3,(H,29,30)/t17-,18+,19+,20-,22-,23+,24+,26+,27-/m1/s1
SMILES (Click to copy)
C1C[C@@H](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
83149
PubChem CID
86290042
SMID ID
dafa#3

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 447.31
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.74
Molar Refractivity 121.53

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Created at
14th Jul 2020
Updated at
14th Jul 2020