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Ingenol-pib

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID ef23c8eb-373d-4ce3-aac5-a66da89fa1e8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
IUPAC Name (5,6-dihydroxy-3,11,11,14-tetramethyl-15-oxo-4-propanoyloxy-7-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl)methyl 2-methylpropanoate
SMILES (Canonical) CCC(=O)OC1C(=CC23C1(C(C(=CC(C2=O)C4C(C4(C)C)CC3C)COC(=O)C(C)C)O)O)C
SMILES (Isomeric) CCC(=O)OC1C(=CC23C1(C(C(=CC(C2=O)C4C(C4(C)C)CC3C)COC(=O)C(C)C)O)O)C
InChI InChI=1S/C27H38O7/c1-8-19(28)34-23-14(4)11-26-15(5)9-18-20(25(18,6)7)17(22(26)30)10-16(21(29)27(23,26)32)12-33-24(31)13(2)3/h10-11,13,15,17-18,20-21,23,29,32H,8-9,12H2,1-7H3
InChI Key JKKMLPTVKDIBRS-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H38O7
Molecular Weight 474.60 g/mol
Exact Mass 474.26175355 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.98
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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74690-92-9
20-O-Isobutyryl-3-O-propionylingenol
Ingenol-3-propionate-20-isobutyrate
(5,6-dihydroxy-3,11,11,14-tetramethyl-15-oxo-4-propanoyloxy-7-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl)methyl 2-methylpropanoate
(5,6-dihydroxy-3,11,11,14-tetramethyl-15-oxo-4-propanoyloxy-7-tetracyclo(7.5.1.01,5.010,12)pentadeca-2,7-dienyl)methyl 2-methylpropanoate
RefChem:148292
DTXSID60996213
[5,5a-dihydroxy-1,1,7,9-tetramethyl-11-oxo-6-(propanoyloxy)-1a,2,5,5a,6,9,10,10a-octahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-4-yl]methyl 2-methylpropanoate
Propanoic acid, 2-methyl-, (1a,2,5,5a,6,9,10,10a-octahydro-5,5a-dihydroxy-1,1,7,9-tetramethyl-11-oxo-6-(1-oxopropoxy)-1H-2,8a-methanocyclopenta(a)cyclopropa(e)cyclodecen-4-yl)methyl ester, (1aR-(1aalpha,2beta,5beta,5abeta,6beta,8aalpha,9alpha,10aalpha))-

2D Structure

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2D Structure of Ingenol-pib

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9812 98.12%
Caco-2 - 0.6625 66.25%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7380 73.80%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8347 83.47%
OATP1B3 inhibitior + 0.9107 91.07%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7778 77.78%
P-glycoprotein inhibitior + 0.6578 65.78%
P-glycoprotein substrate + 0.7887 78.87%
CYP3A4 substrate + 0.6857 68.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8591 85.91%
CYP3A4 inhibition - 0.7097 70.97%
CYP2C9 inhibition - 0.5075 50.75%
CYP2C19 inhibition - 0.7612 76.12%
CYP2D6 inhibition - 0.9192 91.92%
CYP1A2 inhibition - 0.6640 66.40%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.8484 84.84%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5955 59.55%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9187 91.87%
Skin irritation - 0.6513 65.13%
Skin corrosion - 0.9329 93.29%
Ames mutagenesis - 0.5254 52.54%
Human Ether-a-go-go-Related Gene inhibition - 0.6479 64.79%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5430 54.30%
skin sensitisation - 0.7565 75.65%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7267 72.67%
Acute Oral Toxicity (c) III 0.4941 49.41%
Estrogen receptor binding + 0.7805 78.05%
Androgen receptor binding + 0.7408 74.08%
Thyroid receptor binding + 0.5517 55.17%
Glucocorticoid receptor binding + 0.8038 80.38%
Aromatase binding + 0.6786 67.86%
PPAR gamma + 0.6607 66.07%
Honey bee toxicity - 0.5711 57.11%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9856 98.56%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2996 Q05655 Protein kinase C delta 99.35% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.12% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 97.77% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.26% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.80% 91.11%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 92.73% 96.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 92.01% 96.47%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.47% 97.25%
CHEMBL2581 P07339 Cathepsin D 89.48% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.21% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.01% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.92% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.87% 94.45%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 83.17% 90.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.04% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.93% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.66% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.17% 86.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Euphorbia cotinifolia

Cross-Links

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PubChem 173303
LOTUS LTS0111073
wikiData Q82987905