CAS 30220-46-3

Ingenol

Description:

Ingenol, with the CAS number 30220-46-3, is a natural compound derived from the sap of the Euphorbia genus, particularly from the plant Euphorbia peplus. It is classified as a diterpenoid and exhibits a complex structure characterized by a fused ring system. Ingenol has garnered attention for its biological activities, particularly its potential as an anti-cancer agent. It functions through mechanisms such as inducing apoptosis in cancer cells and modulating immune responses. Additionally, ingenol has been studied for its dermatological applications, notably in the treatment of actinic keratosis, a precancerous skin condition. The compound is known for its relatively low toxicity in therapeutic doses, making it a candidate for topical formulations. However, its stability and solubility can vary, which are important considerations in its application. Overall, ingenol represents a significant area of interest in both pharmacology and medicinal chemistry due to its diverse biological effects and potential therapeutic uses.

Formula: C₂₀H₂₈O₅

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: InChIKey=VEBVPUXQAPLADL-POYOOMFHSA-N

SMILES: O[C@@]12[C@@]3(C(=O)[C@]([C@]4([C@@](C[C@H]3C)(C4(C)C)[H])[H])(C=C(CO)[C@H]1O)[H])C=C(C)[C@@H]2O

Synonyms:

• (1aR,2S,5R,5aR,6S,8aS,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
• (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,5R,5aR,6S,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
• 1H-2,8a-Methanocyclopenta[a]cyclopropa[e]cyclodecen-11-one, 1a,2,5,5a,6,9,10,10a-octahydro-5,5a,6-trihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-, (1aR,2S,5R,5aR,6S,8aS,9R,10aR)-
• 1H-2,8a-Methanocyclopenta[a]cyclopropa[e]cyclodecen-11-one, 1a,2,5,5a,6,9,10,10a-octahydro-5,5a,6-trihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-, [1aR-(1aα,2β,5β,5aβ,6β,8aα,9α,10aα)]-
• 1aalpha,2alpha,5beta,5abeta,6beta,beta,9 alpha, 10,10aalpha-Octahydro-5,5a,6-trihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-1H-2,8aalpha-methano cyclopenta(a)cyclopropa(e)cyclodecen-11-one
• 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
• (-)-Ingenol
• Ingenol

1H-2,8a-Methanocyclopenta[a]cyclopropa[e]cyclodecen-11-one,1a,2,5,5a,6,9,10,10a-octahydro-5,5a,6-trihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-, (1aR,2S,5R,5aR,6S,8aS,9R,10aR)-

CAS: 30220-46-3

Formula: C₂₀H₂₈O₅

Purity: %

Color and Shape: Solid

Molecular weight: 348.4333

Ref: IN-DA00I5O8

Ingenol

CAS: 30220-46-3

Formula: C₂₀H₂₈O₅

Molecular weight: 348.43

Ref: 7W-GK7087

Ingenol

CAS: 30220-46-3

Ingenol

Purity: ≥95%

Molecular weight: 348.43g/mol

Ref: 54-BUP08868

Ingenol

CAS: 30220-46-3

Formula: C₂₀H₂₈O₅

Purity: 95%~99%

Molecular weight: 348.439

Ref: BP-BP0765

Ingenol

CAS: 30220-46-3

Formula: C₂₀H₂₈O₅

Purity: >99.0%(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 348.44

Ref: 3B-I1112

Ingenol

CAS: 30220-46-3

Formula: C₂₀H₂₈O₅

Molecular weight: 348.44

Ref: 4Z-I-062001

Ingenol

CAS: 30220-46-3

Ingenol

Purity: 99%

Color and Shape: Solid

Molecular weight: 348.43g/mol

Ref: 54-BII3022

Ingenol

CAS: 30220-46-3

Ingenol mebutate treats actinic keratosis, has anticancer properties, and may reactivate latent HIV.

Formula: C₂₀H₂₈O₅

Purity: 99.78% - 99.87%

Color and Shape: Solid

Molecular weight: 348.43

Ref: TM-T5S2017

Ingenol

CAS: 30220-46-3

Ingenol is a natural product, which belongs to the group of ingenol esters. It has been shown to have significant cytotoxic effects on solid tumours in vitro and in vivo. Ingenol is metabolized by esterases and glucuronidases, or hydrolyzed by esterases or glucuronidases, leading to the release of methyl ethyl erythritol tetranitrate (MEETN). The MEETN molecule is then converted into a nitrate radical that causes cell death. Ingenol is also effective against skin cancers. Studies have shown that it inhibits the growth of skin cancer cells through mitochondrial membrane potential and cytosolic calcium levels. This drug has a chemical stability of less than one week at room temperature.

Formula: C₂₀H₂₈O₅

Purity: Min. 95%

Color and Shape: Solid

Molecular weight: 348.43 g/mol

Ref: 3D-FI73952

Ingenol

CAS: 30220-46-3

M01922 - Ingenol

Formula: C₂₀H₂₈O₅

Purity: 99+%

Color and Shape: Solid, Film

Molecular weight: 348.439

Ref: 10-M01922

Ingenol

Controlled Product

CAS: 30220-46-3

Applications Ingenol, is the analogue of Ingenol 3-Angelate (I655800), which has anti-tumor activity when used topically for the treatment of actinic keratosis.
References Ogbourne, S.M., et al.: Cancer. Res., 64, 2833 (2004); Zayed, S.M., et al.: J. Cancer. Res. Clin. Oncol., 127, 40 (2001);

Formula: C₂₀H₂₈O₅

Color and Shape: Neat

Molecular weight: 348.43

Ref: TR-I655795