Ingenol

Modify Date: 2025-08-25 17:14:58

Ingenol Structure
Ingenol structure
Common Name Ingenol
CAS Number 30220-46-3 Molecular Weight 348.433
Density 1.3±0.1 g/cm3 Boiling Point 523.8±50.0 °C at 760 mmHg
Molecular Formula C20H28O5 Melting Point 153 °C
MSDS N/A Flash Point 284.7±26.6 °C

 Use of Ingenol


Ingenol is a PKC activator, with a Ki of 30 μM, with antitumor activity.

 Names

Name ingenol
Synonym More Synonyms

 Ingenol Biological Activity

Description Ingenol is a PKC activator, with a Ki of 30 μM, with antitumor activity.
Related Catalog
Target

PKC:30 μM (Ki)

In Vitro Ingenol is a PKC activator, with a Ki of 30 μM. Ingenol induces ornithine decarboxylase activity (1, 3 mM), and causes morphological changes (1 mM) in primary mouse epidermal keratinocytes. Ingenol (125 μM, 250 μM, 500 μM, 1 mM) also inhibits cell-cell communication[1].
References

[1]. Hasler CM, et al. Specific binding to protein kinase C by ingenol and its induction of biological responses. Cancer Res. 1992 Jan 1;52(1):202-8.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 523.8±50.0 °C at 760 mmHg
Melting Point 153 °C
Molecular Formula C20H28O5
Molecular Weight 348.433
Flash Point 284.7±26.6 °C
Exact Mass 348.193665
PSA 97.99000
LogP 2.95
Vapour Pressure 0.0±3.1 mmHg at 25°C
Index of Refraction 1.625
InChIKey VEBVPUXQAPLADL-WOVWOYSOSA-N
SMILES CC1=CC23C(=O)C(C=C(CO)C(O)C2(O)C1O)C1C(CC3C)C1(C)C

 Safety Information

Hazard Codes Xi: Irritant;
Risk Phrases R38;R41
Safety Phrases 26-36

 Synthetic Route

 IngenolBioassay

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Name: Induction of IL-8 release in human primary epidermal keratinocytes after 6 hrs by HTR...
Source: ChEMBL
Target: Keratinocyte
External Id: CHEMBL2433616
Name: Induction of necrosis in human HeLa cells after 30 mins by resazurin assay
Source: ChEMBL
Target: HeLa
External Id: CHEMBL2433615
Name: Induction of TNFalpha release in human primary epidermal keratinocytes after 6 hrs
Source: ChEMBL
Target: Keratinocyte
External Id: CHEMBL2433619
Name: Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induc...
Source: ChEMBL
Target: RAW264.7
External Id: CHEMBL3816548
Name: Cytotoxicity against mouse RAW264.7 cells assessed as reduction in cell viability by ...
Source: ChEMBL
Target: RAW264.7
External Id: CHEMBL3816547
Name: Selectivity index, ratio of CC50 for human MT4 cells to IC50 for HIV NL4-3 infected i...
Source: ChEMBL
Target: N/A
External Id: CHEMBL4340292
Name: Cytotoxicity against human MT4 cells measured after 3 days by CytoTox-Glo assay
Source: ChEMBL
Target: MT4
External Id: CHEMBL4340291
Name: Antiviral activity against HIV NL4-3 infected in human MT4 cells measured on day 3 po...
Source: ChEMBL
Target: Human immunodeficiency virus 1
External Id: CHEMBL4340290
Name: Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells after 24 hr...
Source: ChEMBL
Target: RAW264.7
External Id: CHEMBL3782899
Name: Antiviral activity against Human immunodeficiency virus 1 NL4-3 infected in human MT4...
Source: ChEMBL
Target: Human immunodeficiency virus 1
External Id: CHEMBL4273378
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 Synonyms

(1S,4S,5R,6R,9S,10R,12R,14R)-4,5,6-Trihydroxy-7-(hydroxymethyl)-3,11,11,14-tetramethyltetracyclo[7.5.1.0.0]pentadeca-2,7-dien-15-one
1aa,2a,5b,5ab,6b,8ab,9a,10,10aa-Octahydro-5,5a,6-trihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-1H-2,8a-methanocyclopenta[a]cyclopropa[e]cyclodecen-11-one
(1aR,2S,5R,5aR,6S,8aS,9R,10aR)-5,5a,6-trihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-1a,2,5,5a,6,9,10,10a-octahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-11-one
(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
ingenol
MFCD00056380
1alpha,2,5,5alpha,6,9,10,10alpha-Octahydro-5,5alpha,6-trihydroxy-4-hydroxymethyl-1,1,7,9,-retramethyl-1H-2,8alpha-m
1A,2,5,5A,6,9,10,10A OCTAHYDRO-5,5A,6-TRIHYDROXY4(HYDROXYMETHYL)1,1,7,9-TETRAMETHYL1H-2,8 AMETHANOCYCLOPENTA[A]CYCLOPROPA[E]CYCLODECEN-11 ONE
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