Ingenol | 2527

Ingenol is a diterpenoid related to phorbol that acts as a weak protein kinase C (PKC) activator that displays a Ki value of 30 μM and an ED₅₀ value of 27 μM in vitro. Most ingenol esters are tumor-promoting. However, ingenol mebutate possesses anti-tumor activity when used topically for actinic keratosis.

Ingenol is a diterpenoid related to phorbol that acts as a weak protein kinase C (PKC) activator that displays a Ki value of 30 μM and an ED₅₀ value of 27 μM in vitro. Most ingenol esters are tumor-promoting. However, ingenol mebutate possesses anti-tumor activity when used topically for actinic keratosis.

2527 | Ingenol DataSheet

Alternate Name/Synonyms: (1aR,​2S,​5R,​5aR,​6S,​8aS,​9R,​10aR)-​1a,​2,​5,​5a,​6,​9,​10,​10a-​octahydro-​5,​5a,​6-​trihydroxy-​4-​(hydroxymethyl)-​1,​1,​7,​9-​tetramethyl-​1H-​2,​8a-​methanocyclopenta[a]cyclopropa[e]cyclodecen-​11-​one

Appearance: Pale yellow solid

Formulation: N/A

CAS Number: 30220-46-3

Structure Available?: Yes

Peptide sequence: N/A

Salt Form: No

Molecular Formula: C20H28O5

Molecular Weight: 348.44

Cell-Permeable?: Yes

Purity: ≥98% by HPLC

Solubilities: DMSO or EtOH

Handling: Protect from air and light

Country of Origin: USA

Tag Line: A protein kinase C (PKC) activator

MDL Number: MFCD00056380

PubChem CID: 442042

SMILES: CC1CC2C(C2(C)C)C3C=C(C(C4(C1(C3=O)C=C(C4O)C)O)O)CO

InChi: InChI=1S/C20H28O5/c1-9-7-19-10(2)5-13-14(18(13,3)4)12(17(19)24)6-11(8-21)16(23)20(19,25)15(9)22/h6-7,10,12-16,21-23,25H,5,8H2,1-4H3/t10-,12+,13-,14+,15+,16-,19+,20-/m1/s1

InChi Key: EBVPUXQAPLADL-POYOOMFHSA-N