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[(1S,2R,3S,4S,5R,8R,9R,10R,11S,12Z,14S,17R)-2,5,9-triacetyloxy-4,10-dihydroxy-4,8,12,17-tetramethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.01,17.03,8]octadeca-6,12-dien-11-yl] octanoate

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 a5bea8fa-c352-41ec-94a8-ca8a118810d5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1S,2R,3S,4S,5R,8R,9R,10R,11S,12Z,14S,17R)-2,5,9-triacetyloxy-4,10-dihydroxy-4,8,12,17-tetramethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.01,17.03,8]octadeca-6,12-dien-11-yl] octanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H48O13/c1-9-10-11-12-13-14-24(38)46-26-18(2)17-23-34(33(8,47-34)30(40)45-23)29(44-21(5)37)27-31(6,28(25(26)39)43-20(4)36)16-15-22(32(27,7)41)42-19(3)35/h15-17,22-23,25-29,39,41H,9-14H2,1-8H3/b18-17-/t22-,23+,25-,26+,27-,28+,29-,31-,32-,33+,34+/m1/s1
InChI Key FLOSHVVWPCFVPS-VTKOREBESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H48O13
Molecular Weight 664.70 g/mol
Exact Mass 664.30949158 g/mol
Topological Polar Surface Area (TPSA) 184.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.77
H-Bond Acceptor 13
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3S,4S,5R,8R,9R,10R,11S,12Z,14S,17R)-2,5,9-triacetyloxy-4,10-dihydroxy-4,8,12,17-tetramethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.01,17.03,8]octadeca-6,12-dien-11-yl] octanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9762 97.62%
Caco-2 - 0.8117 81.17%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7388 73.88%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8288 82.88%
OATP1B3 inhibitior + 0.9062 90.62%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9695 96.95%
P-glycoprotein inhibitior + 0.8391 83.91%
P-glycoprotein substrate + 0.6766 67.66%
CYP3A4 substrate + 0.6886 68.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8711 87.11%
CYP3A4 inhibition - 0.5439 54.39%
CYP2C9 inhibition - 0.8718 87.18%
CYP2C19 inhibition - 0.8783 87.83%
CYP2D6 inhibition - 0.9333 93.33%
CYP1A2 inhibition - 0.7823 78.23%
CYP2C8 inhibition + 0.6768 67.68%
CYP inhibitory promiscuity - 0.8240 82.40%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4796 47.96%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9077 90.77%
Skin irritation + 0.5330 53.30%
Skin corrosion - 0.9070 90.70%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.5086 50.86%
skin sensitisation - 0.8374 83.74%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.6475 64.75%
Acute Oral Toxicity (c) I 0.4386 43.86%
Estrogen receptor binding + 0.7824 78.24%
Androgen receptor binding + 0.6955 69.55%
Thyroid receptor binding + 0.5147 51.47%
Glucocorticoid receptor binding + 0.7939 79.39%
Aromatase binding + 0.7023 70.23%
PPAR gamma + 0.7166 71.66%
Honey bee toxicity - 0.8413 84.13%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6963 69.63%
Fish aquatic toxicity + 0.9903 99.03%

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
CHEMBL230 P35354 Cyclooxygenase-2 98.85% 89.63%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.75% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.20% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.10% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 95.46% 97.79%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 93.89% 85.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.41% 99.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.29% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.76% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.71% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.53% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 87.96% 92.50%
CHEMBL299 P17252 Protein kinase C alpha 87.73% 98.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.58% 89.00%
CHEMBL3045 P05771 Protein kinase C beta 85.82% 97.63%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 82.62% 92.08%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.41% 96.77%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.12% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.55% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.24% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.20% 95.56%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.17% 94.80%
CHEMBL1871 P10275 Androgen Receptor 80.87% 96.43%

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.
There are no matching plants.

Cross-Links

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PubChem 162891105
LOTUS LTS0169743
wikiData Q104997299