Page last updated: 2024-12-10

soraphen a

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Cross-References

ID SourceID
PubMed CID5281897
CHEMBL ID1235782
CHEBI ID9200
SCHEMBL ID975745
MeSH IDM0228408

Synonyms (18)

Synonym
CHEMBL1235782
chebi:9200 ,
(1s,2s,3e,5r,6s,11s,14s,15r,16r,17s,18s)-15,17-dihydroxy-5,6,16-trimethoxy-2,14,18-trimethyl-11-phenyl-12,19-dioxabicyclo[13.3.1]nonadec-3-en-13-one
4,19-dioxabicyclo[13.3.1]nonadec-12-en-3-one, 1,17-dihydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-5-phenyl-, (1r,2s,5s,10s,11r,12e,14s,15s,16s,17s,18r)-
soraphen a1.alpha.
S1A ,
122547-72-2
soraphen a ,
1W96
3JRX
(1r,2s,5s,10s,11r,12e,14s,15s,16s,17s,18r)-1,17-dihydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxabicyclo[13.3.1]nonadec-12-en-3-one
SCHEMBL975745
(1r,2s,5s,10s,11r,12e,14s,15s,16s,17s,18r)-1,17-dihydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxabicyclo[13.3.1]nonadec-12-en-3-one (non-preferred name)
Q21051153
(1r,2s,5s,10s,11r,12z,14s,15s,16s,17s,18r)-1,17-dihydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxabicyclo[13.3.1]nonadec-12-en-3-one
bdbm559872
us11375716, soraphen a
DTXSID00869674

Research Excerpts

Overview

Soraphen A (SorA) is a myxobacterial metabolite that inhibits the acetyl-CoA carboxylase, a key enzyme in lipid biosynthesis. It was previously identified as a novel HIV inhibitor.

ExcerptReferenceRelevance
"Soraphen A is a myxobacterial metabolite that blocks the acetyl-coenzyme A carboxylase of the host and was previously identified as a novel HIV inhibitor. "( The Myxobacterial Metabolite Soraphen A Inhibits HIV-1 by Reducing Virus Production and Altering Virion Composition.
Bosch, M; Brönstrup, M; Diez, J; Fleta-Soriano, E; Lopez-Iglesias, C; Lorca Oró, C; Martínez, JP; Meyerhans, A; Mirambeau, G; Pol, A; Sadiq, SK; Smutná, K, 2017
)
2.19
"Soraphen A (SorA) is a myxobacterial metabolite that inhibits the acetyl-CoA carboxylase, a key enzyme in lipid biosynthesis. "( Soraphen A: A broad-spectrum antiviral natural product with potent anti-hepatitis C virus activity.
Bartenschlager, R; Berger, C; Brönstrup, M; Díez, J; Harmrolfs, K; Kalesse, M; Koutsoudakis, G; Martinez, JP; Meyerhans, A; Monteiro Perin, P; Müller, R; Pérez-Vilaró, G; Pietschmann, T; Romero-Brey, I; Vondran, FW, 2015
)
3.3

Treatment

ExcerptReferenceRelevance
"Soraphen A treatment notably decreased aldehyde dehydrogenase (ALDH)-positive CSC-like cells and impeded the HER2's ability to increase the ALDH+-stem cell population."( Chemical inhibition of acetyl-CoA carboxylase suppresses self-renewal growth of cancer stem cells.
Bosch-Barrera, J; Corominas-Faja, B; Cuyàs, E; Gumuzio, J; Leis, O; Martin, ÁG; Menendez, JA, 2014
)
1.12
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
bacterial metaboliteAny prokaryotic metabolite produced during a metabolic reaction in bacteria.
EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitorAn EC 6.4.1.* (C-C bond-forming ligase) inhibitor that interferes with the action of acetyl-CoA carboxylase (EC 6.4.1.2).
teratogenic agentA role played by a chemical compound in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (4)

ClassDescription
macrolideA macrocyclic lactone with a ring of twelve or more members derived from a polyketide.
etherAn organooxygen compound with formula ROR, where R is not hydrogen.
cyclic hemiketalA hemiacetal having the structure R2C(OH)OR (R =/= H), derived from a ketone by formal addition of an alcohol to the carbonyl group. The term 'cyclic hemiketals', once abandoned by IUPAC, has been reinstated as a subclass of hemiacetals.
olefinic compoundAny organic molecular entity that contains at least one C=C bond.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (1)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, Acetyl-CoA carboxylase 2Homo sapiens (human)Kd0.00100.00100.00100.0010AID977611
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (4)

Assay IDTitleYearJournalArticle
AID1062210Inhibition of acetyl-CoA carboxylase in mouse SCR1693 cells assessed as reduction in [14C]-acetate incorporation into fatty acid at 0.1 to 1 uM after 4 hrs2013ACS medicinal chemistry letters, Dec-12, Volume: 4, Issue:12
Synthesis of C11-Desmethoxy Soraphen A
AID1062209Inhibition of acetyl-CoA carboxylase in mouse SCR1163 cells assessed as reduction in [14C]-acetate incorporation into fatty acid at 0.1 to 1 uM after 4 hrs2013ACS medicinal chemistry letters, Dec-12, Volume: 4, Issue:12
Synthesis of C11-Desmethoxy Soraphen A
AID697042Inhibition of Ustilago maydis recombinant ACC expressed in Escherichia coli BL21(DE3) using acetyl coA as substrate and [14C]NaHCO3 incubated for 10 mins prior to substrate addition by liquid scintillation counting2011Journal of medicinal chemistry, Aug-25, Volume: 54, Issue:16
The lipogenesis pathway as a cancer target.
AID977611Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB2010Biochemical and biophysical research communications, Jan-01, Volume: 391, Issue:1
Molecular mechanism for the regulation of human ACC2 through phosphorylation by AMPK.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (45)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's4 (8.89)18.2507
2000's16 (35.56)29.6817
2010's21 (46.67)24.3611
2020's4 (8.89)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 28.04

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index28.04 (24.57)
Research Supply Index3.83 (2.92)
Research Growth Index5.01 (4.65)
Search Engine Demand Index30.30 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (28.04)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (4.44%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other43 (95.56%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]