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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] hexanoate

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 f45adc38-2fc1-4929-b389-373cdbf64081
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] hexanoate
SMILES (Canonical) CCCCCC(=O)OC1C(C(C2(C=CC(C(C2C(C34C(C=C1C)OC(=O)C3(O4)C)OC(=O)C)(C)O)OC(=O)C)C)OC(=O)C)O
SMILES (Isomeric) CCCCCC(=O)O[C@@H]/1[C@H]([C@@H]([C@@]2(C=C[C@H]([C@@]([C@@H]2[C@H]([C@@]34[C@H](/C=C1/C)OC(=O)[C@@]3(O4)C)OC(=O)C)(C)O)OC(=O)C)C)OC(=O)C)O
InChI InChI=1S/C32H44O13/c1-9-10-11-12-22(36)44-24-16(2)15-21-32(31(8,45-32)28(38)43-21)27(42-19(5)35)25-29(6,26(23(24)37)41-18(4)34)14-13-20(30(25,7)39)40-17(3)33/h13-15,20-21,23-27,37,39H,9-12H2,1-8H3/b16-15-/t20-,21+,23-,24+,25-,26+,27-,29-,30-,31+,32+/m1/s1
InChI Key SRFQLYARLWUPDM-BOTOLGDHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H44O13
Molecular Weight 636.70 g/mol
Exact Mass 636.27819145 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 1.99
H-Bond Acceptor 13
H-Bond Donor 2
Rotatable Bonds 8

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] hexanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9750 97.50%
Caco-2 - 0.8041 80.41%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7177 71.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8222 82.22%
OATP1B3 inhibitior + 0.9124 91.24%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9397 93.97%
P-glycoprotein inhibitior + 0.8436 84.36%
P-glycoprotein substrate + 0.6700 67.00%
CYP3A4 substrate + 0.6842 68.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8711 87.11%
CYP3A4 inhibition - 0.5563 55.63%
CYP2C9 inhibition - 0.8533 85.33%
CYP2C19 inhibition - 0.8759 87.59%
CYP2D6 inhibition - 0.9265 92.65%
CYP1A2 inhibition - 0.7847 78.47%
CYP2C8 inhibition + 0.6617 66.17%
CYP inhibitory promiscuity - 0.7622 76.22%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4213 42.13%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9064 90.64%
Skin irritation + 0.5159 51.59%
Skin corrosion - 0.8849 88.49%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5309 53.09%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.5086 50.86%
skin sensitisation - 0.8220 82.20%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6458 64.58%
Acute Oral Toxicity (c) III 0.4130 41.30%
Estrogen receptor binding + 0.7683 76.83%
Androgen receptor binding + 0.6913 69.13%
Thyroid receptor binding + 0.5147 51.47%
Glucocorticoid receptor binding + 0.7764 77.64%
Aromatase binding + 0.7018 70.18%
PPAR gamma + 0.6918 69.18%
Honey bee toxicity - 0.8411 84.11%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6363 63.63%
Fish aquatic toxicity + 0.9815 98.15%

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 98.47% 89.63%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.16% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.07% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.57% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.97% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 93.93% 97.79%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 91.57% 85.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.08% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.38% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.91% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.71% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 86.90% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.78% 89.00%
CHEMBL299 P17252 Protein kinase C alpha 85.37% 98.03%
CHEMBL3045 P05771 Protein kinase C beta 84.59% 97.63%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.14% 96.77%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.55% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.46% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.72% 100.00%
CHEMBL1871 P10275 Androgen Receptor 80.61% 96.43%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162929464
LOTUS LTS0004163
wikiData Q105259067