Ingenol Mebutate (Ingenol 3–angelate)

cas: 75567-37-2 — see every product listed under this CAS number, including other names

Ingenol Mebutate (Ingenol 3–angelate) (CAS 75567-37-2) is a chemical reagent available from Chemat. Available pack sizes: 1mg, 10mg, 10mM (in 1ml dmso), 5mg. Offered by: GLPBio.

brandGLPBio
catalog numberGC31656-1
cas75567-37-2
size1mg
Need more information?

Ask us about this product — we're happy to help.

Available pack sizes

brand size price
GLPBio 1mg 788.94 Pln
GLPBio 10mg 2352.23 Pln
GLPBio 10mM (in 1ml dmso) 1528.46 Pln
GLPBio 5mg 1589.31 Pln

properties

purityNo data
delivery timeTo be confirmed by Chemat
Structural formula: {0} (CAS {1})

Ingenol mebutate is a tetracyclic diterpenoid ester obtained by formal condensation of the carboxy group of (2Z)-2-methylbut-2-enoic (angelic) acid with the 3-hydroxy group of ingenol. Used for the topical treatment of actinic keratosis. It has a role as an antineoplastic agent. It is a carboxylic ester, a cyclic terpene ketone and a tetracyclic diterpenoid. It is functionally related to an angelic acid and an ingenol.

Source: ChEBI

Identity
Molecular formulaC25H34O6
Molecular weight430.5 g/mol
IUPAC name[(1S,4S,5S,6R,9S,10R,12R,14R)-5,6-dihydroxy-7-(hydroxymethyl)-3,11,11,14-tetramethyl-15-oxo-4-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] (Z)-2-methylbut-2-enoate
InChIKeyVDJHFHXMUKFKET-WDUFCVPESA-N
SMILESC/C=C(/C)\C(=O)O[C@H]1C(=C[C@@]23[C@@]1([C@@H](C(=C[C@H](C2=O)[C@H]4[C@H](C4(C)C)C[C@H]3C)CO)O)O)C

Computed by PubChem (NCBI)

Synonyms: Ingenol mebutate, Ingenol 3-angelate, 3-Ingenyl angelate, 3-Angeloylingenol, Ingenol-3-angelate, mebutate d'ingenol, mebutato de ingenol, Euphorbia factor H1, Euphorbia factor An1, ingenoli mebutas
Isomers (same molecular formula)
(1S,2S,4R,8S,9S,11S,12S,13R)-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-propyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one C25H34O6
(1S,2S,4R,6S,8S,9S,11S,12S,13R)-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-propyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one C25H34O6
(1S,2S,4R,6R,8S,9S,11S,12S,13R)-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-propyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one C25H34O6
[(6S,8S,9S,10R,11S,13S,14S,17R)-11-hydroxy-17-(2-hydroxyacetyl)-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl] propanoate C25H34O6
[2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] propanoate C25H34O6
(1S,2S,4R,8S,9S,11S,12S,13R)-6-deuterio-6-(1,1,2,2,3,3,3-heptadeuteriopropyl)-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one C25H34O6
(4R,8'S,9'S,10'R,11'S,13'S,14'S)-2-ethoxy-11'-hydroxy-2,10',13'-trimethylspiro[1,3-dioxane-4,17'-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene]-3',5-dione C25H34O6
(4aR,4bS,5S,6aS,7aR,10aR,11aS,11bS)-5-hydroxy-7a-(hydroxymethyl)-4a,6a-dimethyl-9-propyl-5,6,10a,11,11a,11b,12,13-octahydro-4bH-chryseno[2,3-d][1,3]dioxole-2,7-dione C25H34O6
[2-[(8'S,10'S,13'S,14'S,17'R)-17'-hydroxy-10',13'-dimethylspiro[1,3-dioxolane-2,3'-2,4,7,8,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene]-17'-yl]-2-oxoethyl] acetate C25H34O6
methyl (2E)-2-[(8R,9S,10R,13S,14S,17S)-2'-methoxy-2',13-dimethyl-3-oxospiro[1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-17,5'-1,3-dioxolane]-4'-ylidene]acetate C25H34O6
(1S,2S,4R,8S,9S,11S,12S,13R)-15,17,19,19-tetradeuterio-8-(2,2-dideuterio-2-hydroxyacetyl)-11-hydroxy-9,13-dimethyl-6-propyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one C25H34O6
[2-[(8S,9S,10R,13S,14S,17R)-3-ethoxy-17-hydroxy-10,13-dimethyl-11-oxo-2,7,8,9,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate C25H34O6

Also listed as

Ingenol 3-angelate, 95% Combi-blocks CAS 75567-37-2
Ingenol mebutate Chemat Brand CAS 75567-37-2
Ingenol 3-Angelate, >95% (HPLC) TRC CAS 75567-37-2
Ingenol mebutate/ 99.04% (existing batch purity) TargetMol CAS 75567-37-2
Ingenol 3-angelate, 98% Thermo Scientific (Alfa Aesar) CAS 75567-37-2
Ingenol-3-angelate Chemat CAS 75567-37-2
2-Butenoic acid, 2-methyl-, (1aR,2S,5R,5aS,6S,8aS,9R,10aR)-1a,2,5,5a,6,9,10,10a-octahydro-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1H-2,8a-methanocyclopenta[a]cyclopropa[e]cyclodecen-6-yl ester, (2Z)-, 98%, 98% Chemat CAS 75567-37-2
Ingenol Mebutate (Standard) MedChemExpress CAS 75567-37-2
Ingenol Mebutate, 99.65% MedChemExpress CAS 75567-37-2