INGENOL MEBUTATE

Search structure
Trade Names:
Synonyms:
Status: Approved (2010)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: D06BX02
UNII: 7686S50JAH

Structure
InChI Key VDJHFHXMUKFKET-WDUFCVPESA-N
Smile C/C=C(/C)C(=O)O[C@H]1C(C)=C[C@]23C(=O)[C@@H](C=C(CO)[C@@H](O)[C@]12O)[C@H]1[C@@H](C[C@H]3C)C1(C)C
InChI
InChI=1S/C25H34O6/c1-7-12(2)22(29)31-21-13(3)10-24-14(4)8-17-18(23(17,5)6)16(20(24)28)9-15(11-26)19(27)25(21,24)30/h7,9-10,14,16-19,21,26-27,30H,8,11H2,1-6H3/b12-7-/t14-,16+,17-,18+,19-,21+,24+,25+/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C25H34O6
Molecular Weight 430.54
AlogP 2.33
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 3.0
Polar Surface Area 104.06
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 31.0

Pharmacology

Primary Target
protein kinase C delta
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase PKC family AGC protein kinase PKC alpha subfamily
73 - - - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase PKC family AGC protein kinase PKC delta subfamily
4-4 - - - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase PKC family AGC protein kinase PKC eta subfamily
73 - - - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase PKC family AGC protein kinase PKC iota subfamily
73 - - - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase PKD family
73 - - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Carcinoma, Basal Cell 2 D002280 ClinicalTrials
Skin Diseases 2 D012871 ClinicalTrials
Carcinoma, Squamous Cell 2 D002294 ClinicalTrials
Keratosis, Seborrheic 2 D017492 ClinicalTrials
Condylomata Acuminata 2 D003218 ClinicalTrials
Carcinoma 2 D002277 ClinicalTrials
Keratosis 2 D007642 ClinicalTrials
Lentigo 2 D007911 ClinicalTrials
Warts 1 D014860 ClinicalTrials
Cheilitis 1 D002613 ClinicalTrials
Molluscum Contagiosum 0 D008976 ClinicalTrials

Related Entries

Scaffolds

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Injury, poisoning and procedural complications
33.71
General disorders and administration site conditions
32.27
Skin and subcutaneous tissue disorders
24.13
Eye disorders
2.42

Cross References

Resources Reference
CAS NUMBER 75567-37-2
ChEMBL CHEMBL1863513
DrugCentral 4226
FDA SRS 7686S50JAH
Guide to Pharmacology 7443
PubChem 6918670
SureChEMBL SCHEMBL2526605
ZINC ZINC000100037855
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