An ingenane diterpene with antiviral and antinematodal activities
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Dodecanoic Acid ingenol ester

Item No. 34213

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
dodecanoic acid, (1aR,2S,5R,5aR,6S,8aS,9R,10aS)-1,1a,2,5,5a,6,9,10-octahydro-5,5a,6-trihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-10aH-2,8a-methanocyclopenta[a]cyclopropa[e]cyclodecen-10a-yl ester
CAS Number
54706-70-6
Synonyms
  • 13-O-Dodecanoylingenol
  • 13-Oxyingenol Dodecanoate
Molecular Formula
C32H50O7
Formula Weight
546.7
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: slightly solubleMethanol: slightly soluble
SMILES
CCCCCCCCCCCC(O[C@@]12[C@@]([C@@H]3C([C@@]4([C@]([C@@H](C(CO)=C3)O)([C@H](C(C)=C4)O)O)[C@@H](C2)C)=O)([H])C1(C)C)=O
InChi Code
InChI=1S/C32H50O7/c1-6-7-8-9-10-11-12-13-14-15-24(34)39-31-18-21(3)30-17-20(2)26(35)32(30,38)27(36)22(19-33)16-23(28(30)37)25(31)29(31,4)5/h16-17,21,23,25-27,33,35-36,38H,6-15,18-19H2,1-5H3/t21-,23-,25-,26+,27-,30+,31+,32-/m1/s1
InChi Key
FEZDDYPHEHMXLF-TUYTYIEPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $219

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    Product Description

    Dodecanoic acid ingenol ester is an ingenane diterpene that has been found in E. kansui and has antiviral and antinematodal activities.1 It inhibits replication of HIV-1 in infected MT-4 cells (EC50 = 33.7 nM).2 Dodecanoic acid ingenol ester also has antinematodal activity against the plant pathogenic nematode B. xylophilus in a B. cinerea-based bioassay with a minimum effective dose (MED) of 2.5 µg/cotton ball.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shi, J., Li, Z., Nitoda, T., et al. Antinematodal activities of ingenane diterpenes from Euphorbia kansui and their derivatives against the pine wood nematode (Bursaphelenchus xylophilus). Z. Naturforsch. C. J. Biosci. 63(1-2), 59-65 (2008).

    2. Liu, Q., Li, W., Huang, L., et al. Identification, structural modification, and dichotomous effects on human immunodeficiency virus type 1 (HIV-1) replication of ingenane esters from Euphorbia kansui. Eur. J. Med. Chem. 156, 618-627 (2018).