MedKoo Cat#: 561134 | Name: Tigilanol tiglate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Tigilanol tiglate, also known as EBC-46, is a diterpene ester derived from Fontainea picrosperma, has demonstrated potent in vitro cytotoxicity against various cancer cell lines, primarily through protein kinase C (PKC) activation. Studies indicate that tigilanol tiglate induces rapid tumor cell membrane disruption, leading to oncolysis, and stimulates an inflammatory response that promotes immune-mediated tumor clearance. In vitro assays have shown significant activity against melanoma, squamous cell carcinoma, and head and neck cancer models, with IC₅₀ values typically in the nanomolar range. Additionally, it triggers apoptotic and necrotic pathways, disrupts mitochondrial function, and enhances vascular disruption in tumor-associated endothelial cells.

Chemical Structure

Tigilanol tiglate
CAS#943001-56-7

Theoretical Analysis

MedKoo Cat#: 561134

Name: Tigilanol tiglate

CAS#: 943001-56-7

Chemical Formula: C30H42O10

Exact Mass: 562.2778

Molecular Weight: 562.66

Elemental Analysis: C, 64.04; H, 7.52; O, 28.43

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Tigilanol tiglate; EBC-46; EBC46; EBC 46
IUPAC/Chemical Name
(1cS,2aR,3S,3aS,6bR,7R,8R,8aS)-3,3a,6b-trihydroxy-2a-(hydroxymethyl)-1,1,5,7-tetramethyl-8a-((2-methylbutanoyl)oxy)-4-oxo-1a,1b,1c,2a,3,3a,4,6a,6b,7,8,8a-dodecahydro-1H-cyclopropa[5',6']benzo[1',2':7,8]azuleno[5,6-b]oxiren-8-yl (E)-2-methylbut-2-enoate
InChi Key
YLQZMOUMDYVSQR-RMNSOQACSA-N
InChi Code
InChI=1S/C30H42O10/c1-9-13(3)23(33)38-21-16(6)28(36)17-11-15(5)20(32)29(17,37)25(35)27(12-31)22(39-27)18(28)19-26(7,8)30(19,21)40-24(34)14(4)10-2/h9,11,14,16-19,21-22,25,31,35-37H,10,12H2,1-8H3/b13-9+/t14?,16-,17?,18?,19?,21-,22+,25-,27+,28+,29-,30-/m1/s1
SMILES Code
CC1=CC2[C@@]([C@H](O)[C@@](CO)(O3)[C@@H]3C(C(C4(C)C)[C@@]4(OC(C(CC)C)=O)[C@H](OC(/C(C)=C/C)=O)[C@H]5C)[C@@]25O)(O)C1=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 562.66 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Boyle GM, D'Souza MM, Pierce CJ, Adams RA, Cantor AS, Johns JP, Maslovskaya L, Gordon VA, Reddell PW, Parsons PG. Intra-lesional injection of the novel PKC activator EBC-46 rapidly ablates tumors in mouse models. PLoS One. 2014 Oct 1;9(10):e108887. doi: 10.1371/journal.pone.0108887. eCollection 2014. PubMed PMID: 25272271; PubMed Central PMCID: PMC4182759.