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[(1S,4S,5S,6S,9S,10R,12R,14R)-4,5-dihydroxy-7-(hydroxymethyl)-3,11,11,14-tetramethyl-15-oxo-6-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] (E)-oct-2-enoate

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 d0bcc323-2cdf-49ce-94de-946ac5faa5e8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
IUPAC Name [(1S,4S,5S,6S,9S,10R,12R,14R)-4,5-dihydroxy-7-(hydroxymethyl)-3,11,11,14-tetramethyl-15-oxo-6-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] (E)-oct-2-enoate
SMILES (Canonical) CCCCCC=CC(=O)OC1C(=CC2C3C(C3(C)C)CC(C4(C2=O)C1(C(C(=C4)C)O)O)C)CO
SMILES (Isomeric) CCCCC/C=C/C(=O)O[C@H]1C(=C[C@H]2[C@H]3[C@H](C3(C)C)C[C@H]([C@@]4(C2=O)[C@@]1([C@H](C(=C4)C)O)O)C)CO
InChI InChI=1S/C28H40O6/c1-6-7-8-9-10-11-21(30)34-25-18(15-29)13-19-22-20(26(22,4)5)12-17(3)27(24(19)32)14-16(2)23(31)28(25,27)33/h10-11,13-14,17,19-20,22-23,25,29,31,33H,6-9,12,15H2,1-5H3/b11-10+/t17-,19+,20-,22+,23+,25+,27+,28+/m1/s1
InChI Key GYTFCXJCLCVBEA-GWYLTJEQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H40O6
Molecular Weight 472.60 g/mol
Exact Mass 472.28248899 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.50
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4S,5S,6S,9S,10R,12R,14R)-4,5-dihydroxy-7-(hydroxymethyl)-3,11,11,14-tetramethyl-15-oxo-6-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] (E)-oct-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9642 96.42%
Caco-2 - 0.6648 66.48%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7395 73.95%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7941 79.41%
OATP1B3 inhibitior + 0.9288 92.88%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.6492 64.92%
P-glycoprotein inhibitior + 0.7247 72.47%
P-glycoprotein substrate + 0.7843 78.43%
CYP3A4 substrate + 0.7063 70.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9051 90.51%
CYP3A4 inhibition - 0.6594 65.94%
CYP2C9 inhibition + 0.6507 65.07%
CYP2C19 inhibition - 0.7579 75.79%
CYP2D6 inhibition - 0.8772 87.72%
CYP1A2 inhibition - 0.6258 62.58%
CYP2C8 inhibition + 0.5874 58.74%
CYP inhibitory promiscuity - 0.7816 78.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6161 61.61%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9584 95.84%
Skin irritation - 0.5610 56.10%
Skin corrosion - 0.9395 93.95%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6637 66.37%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6388 63.88%
skin sensitisation - 0.7903 79.03%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7984 79.84%
Acute Oral Toxicity (c) III 0.6081 60.81%
Estrogen receptor binding + 0.7532 75.32%
Androgen receptor binding + 0.7225 72.25%
Thyroid receptor binding - 0.5630 56.30%
Glucocorticoid receptor binding + 0.7688 76.88%
Aromatase binding + 0.7317 73.17%
PPAR gamma + 0.5230 52.30%
Honey bee toxicity - 0.7387 73.87%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6553 65.53%
Fish aquatic toxicity + 0.9908 99.08%

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 99.66% 97.79%
CHEMBL221 P23219 Cyclooxygenase-1 97.96% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.87% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.77% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.59% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.39% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.13% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.97% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.84% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.23% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.02% 96.95%
CHEMBL299 P17252 Protein kinase C alpha 88.58% 98.03%
CHEMBL230 P35354 Cyclooxygenase-2 88.54% 89.63%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.81% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.96% 100.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.37% 89.34%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.10% 100.00%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 81.97% 92.08%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.65% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 81.54% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.83% 94.33%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.66% 91.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.31% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 80.06% 91.19%

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 kamerunica

Cross-Links

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PubChem 162863143
LOTUS LTS0129278
wikiData Q105024142