A mycotoxin with antibiotic activity
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Helvolic Acid

Item No. 21580

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4α,6β,8α,9β,13α,14β,16β,17Z)-6,16-bis(acetyloxy)-3,7-dioxo-29-nordammara-1,17(20),24-trien-21-oic acid
CAS Number
29400-42-8
Synonyms
  • BRN 3230584
  • Fumigacin
  • NSC 319943
Molecular Formula
C33H44O8
Formula Weight
568.7
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/ml
λmax
229 nm
SMILES
CC(O[C@H]1C[C@]2(C)[C@@]3(C)C([C@@H](OC(C)=O)[C@@]4([H])[C@H](C)C(C=C[C@]4(C)[C@]3([H])CC[C@@]2([H])/C1=C(C(O)=O)\CC/C=C(C)/C)=O)=O)=O
InChi Code
InChI=1S/C33H44O8/c1-17(2)10-9-11-21(30(38)39)26-22-12-13-25-31(6)15-14-23(36)18(3)27(31)28(41-20(5)35)29(37)33(25,8)32(22,7)16-24(26)40-19(4)34/h10,14-15,18,22,24-25,27-28H,9,11-13,16H2,1-8H3,(H,38,39)/b26-21-/t18-,22+,24+,25+,27-,28+,31-,32+,33-/m1
InChi Key
MDFZYGLOIJNNRM-OAJDADRGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $80

    Add

    5 mg

    $255

    Add
    Cayman Chemical
    Visit Our Environmental Toxicology Resource Center

    Explore additional resources to study natural toxins, pollutants including PFAS and 6-PPD-Q, and their biological effects.

    ENVIRONMENTAL TOXICOLOGY TOOLS & SERVICES
    Product Description

    Helvolic acid is a mycotoxin originally isolated from A. fumigatus that has broad-spectrum antibiotic activity against Gram-positive and Gram-negative bacteria.1,2 At 4-16 mg/L, it acted synergistically with erythromycin (500-2,000 mg/L) in vitro on five multi-drug resistant strains of S. aureus.3 At 10 mg/kg/d, it reduced tumor growth and prolonged survival synergistically with cyclophosphamide (20 mg/kg/d) in a mouse model of sarcoma but had no effect when administered alone.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chain, E., Florey, H.W., Jennings, M.A., et al. Helvolic acid, an antibiotic produced by Apergillus funigatus, mut. helvola Yuill. Br. J. Exp. Pathol. 24(3), 108-119 (1943).

    2. Ratnaweera, P.B., Williams, D.E., de Silva, E.D., et al. Helvolic acid, an antibacterial nortriterpenoid from a fungal endophyte, Xylaria sp. of orchid Anoectochilus setaceus endemic to Sri Lanka. Mycology 5(1), 23-28 (2014).

    3. Qin, L., Li, B., Guan, J., et al. In vitro synergistic antibacterial activities of helvolic acid on multi-drug resistant Staphylococcus aureus. Nat. Prod. Res. 23(4), 309-318 (2009).

    4. Xiao, J.-H., Zhang, Y., Liang, G.-Y., et al. Synergistic antitumor efficacy of antibacterial helvolic acid from Cordyceps taii and cyclophosphamide in a tumor mouse model. Exp. Biol. Med. (Maywood) 242(2), 214-222 (2017).