CHEBI:83137 - Δ1,Δ7-dafachronic acid

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ChEBI Name Δ1,Δ7-dafachronic acid
ChEBI ID CHEBI:83137
ChEBI ASCII Name Delta(1),Delta(7)-dafachronic acid
Definition A member of the class of dafachronic acids that is (25S)-5α-cholestan-26-oic acid which is substituted at position 3 by an oxo group and which contains double bonds at the 1-2 and 7-8 positions. Found in Caenorhabditis elegans.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H40O3
Net Charge 0
Average Mass 412.60470
Monoisotopic Mass 412.29775
InChI 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
InChIKey ZDKITBVZRSMXSV-OBRBSRNPSA-N
SMILES C[C@H](CCC[C@H](C)C(O)=O)[C@H]1CC[C@H]2C3=CC[C@H]4CC(=O)C=C[C@]4(C)[C@H]3CC[C@]12C
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): Caenorhabditis elegans metabolite
A nematode metabolite produced by Caenorhabditis elegans.
hormone
Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds.
(via steroid hormone )
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ChEBI Ontology
Outgoing Δ1,Δ7-dafachronic acid (CHEBI:83137) has role Caenorhabditis elegans metabolite (CHEBI:78804)
Δ1,Δ7-dafachronic acid (CHEBI:83137) is a 3-oxo Δ7-steroid (CHEBI:71598)
Δ1,Δ7-dafachronic acid (CHEBI:83137) is a 3-oxo-Δ1 steroid (CHEBI:20156)
Δ1,Δ7-dafachronic acid (CHEBI:83137) is a dafachronic acids (CHEBI:78698)
IUPAC Name
(25S)-3-oxo-5α-cholesta-1,7-dien-26-oic acid
Synonyms Sources
(+)-(25S)-3-keto-cholest-1,7-dien-26-oic acid ChEBI
(+)-(5α,25S)-3-oxocholesta-1,7-dien-26-oic acid ChEBI
(25S)-Δ(1,7)-dafachronic acid ChEBI
(5α,25S)-3-oxocholesta-1,7-dien-26-oic acid IUPAC
dafa#1
Note: (2014-09-24) Previous name. Renamed to dafa#3 at the suggestion of the reviewers of Angew. Chem., Int. Ed., 2014, v53(8), 2110-2113. (The name dafa#1 is now used for (25S)-3-oxo-5α-cholest-7-en-26-oic acid, which was previously known as dafa#2.)
 ChEBI
dafa#3 ChEBI
Δ1,7-dafachronic acid ChEBI
Registry Numbers Types Sources
1377666-88-0 CAS Registry Number SMID
22680175 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22434373 PubMed citation Europe PMC
24411940 PubMed citation Europe PMC
24453122 PubMed citation Europe PMC
Last Modified
24 September 2014