3-O-(2'E,4'Z-decadienoyl)-20-O-acetylingenol

Details

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Internal ID bdf91a12-8fe7-4037-8ae8-cef27ec672eb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
IUPAC Name [(1S,4S,5S,6R,9S,10R,12R,14R)-7-(acetyloxymethyl)-5,6-dihydroxy-3,11,11,14-tetramethyl-15-oxo-4-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] (2E,4Z)-deca-2,4-dienoate
SMILES (Canonical) CCCCCC=CC=CC(=O)OC1C(=CC23C1(C(C(=CC(C2=O)C4C(C4(C)C)CC3C)COC(=O)C)O)O)C
SMILES (Isomeric) CCCCC/C=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)COC(=O)C)O)O)C
InChI InChI=1S/C32H44O7/c1-7-8-9-10-11-12-13-14-25(34)39-29-19(2)17-31-20(3)15-24-26(30(24,5)6)23(28(31)36)16-22(18-38-21(4)33)27(35)32(29,31)37/h11-14,16-17,20,23-24,26-27,29,35,37H,7-10,15,18H2,1-6H3/b12-11-,14-13+/t20-,23+,24-,26+,27-,29+,31+,32+/m1/s1
InChI Key SYXKKJDQNXPUSI-IFEMBOOLSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C32H44O7
Molecular Weight 540.70 g/mol
Exact Mass 540.30870374 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.63
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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[(1S,4S,5S,6R,9S,10R,12R,14R)-7-(acetyloxymethyl)-5,6-dihydroxy-3,11,11,14-tetramethyl-15-oxo-4-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] (2E,4Z)-deca-2,4-dienoate
158850-76-1
CHEMBL442897

2D Structure

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2D Structure of 3-O-(2'E,4'Z-decadienoyl)-20-O-acetylingenol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9756 97.56%
Caco-2 - 0.7793 77.93%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7874 78.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7914 79.14%
OATP1B3 inhibitior + 0.9291 92.91%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7276 72.76%
BSEP inhibitior + 0.9224 92.24%
P-glycoprotein inhibitior + 0.8075 80.75%
P-glycoprotein substrate + 0.8174 81.74%
CYP3A4 substrate + 0.7258 72.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9046 90.46%
CYP3A4 inhibition - 0.6660 66.60%
CYP2C9 inhibition + 0.7265 72.65%
CYP2C19 inhibition - 0.7058 70.58%
CYP2D6 inhibition - 0.8881 88.81%
CYP1A2 inhibition - 0.5918 59.18%
CYP2C8 inhibition + 0.6987 69.87%
CYP inhibitory promiscuity - 0.7832 78.32%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6112 61.12%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.9248 92.48%
Skin irritation - 0.5941 59.41%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6546 65.46%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5763 57.63%
skin sensitisation - 0.7858 78.58%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.6414 64.14%
Acute Oral Toxicity (c) III 0.4927 49.27%
Estrogen receptor binding + 0.7556 75.56%
Androgen receptor binding + 0.7521 75.21%
Thyroid receptor binding + 0.5311 53.11%
Glucocorticoid receptor binding + 0.8084 80.84%
Aromatase binding + 0.7005 70.05%
PPAR gamma + 0.6339 63.39%
Honey bee toxicity - 0.6600 66.00%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.7553 75.53%
Fish aquatic toxicity + 0.9959 99.59%

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 99.50% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.48% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 96.99% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.35% 91.11%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 96.18% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.49% 99.17%
CHEMBL230 P35354 Cyclooxygenase-2 93.90% 89.63%
CHEMBL2581 P07339 Cathepsin D 93.81% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.39% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.38% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.45% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.92% 97.09%
CHEMBL299 P17252 Protein kinase C alpha 89.38% 98.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.61% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.56% 92.94%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.58% 82.69%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 84.28% 92.08%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.19% 100.00%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 83.72% 96.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.78% 82.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.65% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.43% 97.21%
CHEMBL5255 O00206 Toll-like receptor 4 82.16% 92.50%
CHEMBL340 P08684 Cytochrome P450 3A4 81.85% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.42% 94.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.58% 95.89%

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 kansui
Jasminum polyanthum

Cross-Links

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PubChem 44575954
NPASS NPC67290
ChEMBL CHEMBL442897
LOTUS LTS0162221
wikiData Q105186688