Heptelidic acid

Modify Date: 2026-07-16 16:10:30

Heptelidic acid Structure
Heptelidic acid structure
Common Name Heptelidic acid
CAS Number 57710-57-3 Molecular Weight 280.31600
Density N/A Boiling Point N/A
Molecular Formula C15H20O5 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of Heptelidic acid


Heptelidic acid (Koningic acid) is a sesquiterpene antibiotic[1]. Heptelidic acid inhibits Etoposide-induced apoptosis via downregulation of caspases[2]. Koningic acid (KA) is a specific GAPDH inhibitor with an IC50of 90 μM[3].

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name heptelidic acid
Synonym More Synonyms

 Heptelidic acid Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description Heptelidic acid (Koningic acid) is a sesquiterpene antibiotic[1]. Heptelidic acid inhibits Etoposide-induced apoptosis via downregulation of caspases[2]. Koningic acid (KA) is a specific GAPDH inhibitor with an IC50of 90 μM[3].
Related Catalog
Target

Caspase-3

In Vitro Heptelidic acid is a sesquiterpene antibiotic, found in the culture filtrate of three different strains of fungi isolated from soil samples. Heptelidic acid produces organisms, fermentation, isolation and characterization[1]. Heptelidic acid inhibits Etoposide-induced apoptosis in human leukemia U937 cells[2].Heptelidic acid inhibits caspase- 3 induction in U937 cells with an IC50 value of 40 μM after 8 h of Etoposide treatment[2]. Heptelidic acid (Koningic acid; KA), a natural product obtained from the Trichoderma fungus, can directly bind to the active site of human GAPDH. The expression of T. koningii KAr-GAPDH successfully rescued cell viability in human cells treated with Heptelidic acid. HEK293T cells expressing T. koningii KAr-GAPDH exhibited complete cell viability after treatment with 0-200 μM Heptelidic acid with the IC50=5 μM[3]. Cell Viability Assay[3] Cell Line: HEK293T cells expressing KAr-GAPDH or EV (top left) Concentration: 0.1, 1, 10, 100, 1000 μM Incubation Time: 24 hours Result: IC50=5 μM.
In Vivo Heptelidic acid (Koningic acid; KA) is bioavailable and induces dynamic changes to glycolysis in vivo[3]. Animal Model: 6-week old female Foxn1nu mice bearing BT-474 tumor[3] Dosage: 1, 2.5, 5, and 10 mg/kg Administration: Daily intraperitoneal (IP) injections, 24 hours Result: 1 mg/kg was determined to be the maximum tolerated dose (MTD) based upon behavioral monitoring and adverse events at higher doses (hemolysis, hematuria, and anemia).
References

[1]. Y Itoh, et al. A new sesquiterpene antibiotic, heptelidic acid producing organisms, fermentation, isolation and characterization. J Antibiot (Tokyo). 1980 May;33(5):468-73.

[2]. Jin Hee Kim, et al. Heptelidic acid, a sesquiterpene lactone, inhibits Etoposide-induced apoptosis in human leukemia U937 cells. J Microbiol Biotechnol. 2009 Aug;19(8):787-91.

[3]. Maria V Liberti, et al. A Predictive Model for Selective Targeting of the Warburg Effect through GAPDH Inhibition with a Natural Product. Cell Metab. 2017 Oct 3;26(4):648-659.e8.

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Molecular Formula C15H20O5
Molecular Weight 280.31600
Exact Mass 280.13100
PSA 76.13000
LogP 1.62160
InChIKey JESMSCGUTIEROV-OWPBNPRWSA-N
SMILES CC(C)C1CCC2(CO2)C2C(=O)OCC(C(=O)O)=CC12

 Heptelidic acidBioassay

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This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: USP8 deubiquitinase inhibition: Primary qHTS
Source: 24642
Target: ubiquitin specific peptidase 8
External Id: USP8 FAST DUB HTS Primary
Name: USP17 deubiquitinase inhibition: Primary qHTS
Source: 24642
Target: ubiquitin specific peptidase 17 like family member 5
External Id: USP17 FAST DUB HTS Primary
Name: USP7 deubiquitinase inhibition: Primary qHTS
Source: 24642
Target: ubiquitin specific peptidase 7
External Id: USP7 FAST DUB HTS Primary
Name: Inhibition of GAPDH in CpG-A-stimulated human plasmacytoid dendritic cells at 10 uM a...
Source: ChEMBL
Target: Glyceraldehyde-3-phosphate dehydrogenase
External Id: CHEMBL5393473
Name: Inhibition of GAPDH in CpG-A-stimulated human plasmacytoid dendritic cells at 10 uM a...
Source: ChEMBL
Target: Glyceraldehyde-3-phosphate dehydrogenase
External Id: CHEMBL5393472
Name: Inhibition of GAPDH in CpG-A-stimulated human plasmacytoid dendritic cells at 10 uM a...
Source: ChEMBL
Target: Glyceraldehyde-3-phosphate dehydrogenase
External Id: CHEMBL5393471
Name: Inhibition of GAPDH in CpG-A-stimulated human plasmacytoid dendritic cells at 10 uM a...
Source: ChEMBL
Target: Glyceraldehyde-3-phosphate dehydrogenase
External Id: CHEMBL5393470
Name: Inhibition of GAPDH in CpG-A-stimulated human plasmacytoid dendritic cells at 10 uM a...
Source: ChEMBL
Target: Glyceraldehyde-3-phosphate dehydrogenase
External Id: CHEMBL5393469
Name: Inhibition of GAPDH in CpG-A-stimulated human plasmacytoid dendritic cells at 10 uM a...
Source: ChEMBL
Target: Glyceraldehyde-3-phosphate dehydrogenase
External Id: CHEMBL5393468
Name: Binding affinity to human recombinant his tagged GAPDH expressed in Escherichia coli ...
Source: ChEMBL
Target: Glyceraldehyde-3-phosphate dehydrogenase
External Id: CHEMBL5326524
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 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

(+)-heptelidic acid
1,5a,6,7,8,9a-hexahydro-6-(1-methyl-ethyl)-1-oxo-spiro<2-benzoxepin-9(3H),2'oxirane>-4-carboxylic acid (heptelidic acid)
koningic acid
1,5a,6,7,8,9a-hexahydro-6-(1-methyl-ethyl)-1-oxo-spiro[2-benzoxepin-9(3H),2'oxirane]-4-carboxylic acid (heptelidic acid)

 Heptelidic acid | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the Chinese name of 57710-57-3?
A: Chinese name of 57710-57-3 is 57710-57-3.
Q: What is the English name of heptelidic acid?
A: The English name of heptelidic acid is heptelidic acid.
Q: What is the molecular weight of heptelidic acid?
A: Molecular weight of heptelidic acid is 280.31600.
Q: What is the InChIKey of heptelidic acid?
A: InChIKey of heptelidic acid is JESMSCGUTIEROV-OWPBNPRWSA-N.
Q: What is the molecular formula of heptelidic acid?
A: Molecular formula of heptelidic acid is C15H20O5.
Q: What is the LogP of heptelidic acid?
A: LogP of heptelidic acid is 1.62160.
Q: What English synonyms does heptelidic acid have?
A: English synonyms of heptelidic acid: (+)-heptelidic acid, 1,5a,6,7,8,9a-hexahydro-6-(1-methyl-ethyl)-1-oxo-spiro-4-carboxylic acid (heptelidic acid), koningic acid, 1,5a,6,7,8,9a-hexahydro-6-(1-methyl-ethyl)-1-oxo-spiro[2-benzoxepin-9(3H),2'oxirane]-4-carboxylic acid (heptelidic acid).
Q: What is the polar surface area (PSA) of heptelidic acid?
A: Polar surface area (PSA) of heptelidic acid is 76.13000.
Q: What are the uses of heptelidic acid?
A: Main uses of heptelidic acid: Heptelidic acid (Koningic acid) is a sesquiterpene antibiotic[1]. Heptelidic acid inhibits Etoposide-induced apoptosis via downregulation of caspases[2]. Koningic acid (KA) is a specific GAPDH inhibitor with an IC50of 90 μM[3].
Q: What is the CAS number of heptelidic acid?
A: CAS number of heptelidic acid is 57710-57-3.

 Heptelidic acidfactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
Dayang Chem (Hangzhou) Co., Ltd.
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