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[(1R,2R,3S,4S,5R,8R,9S,11S,12Z,14S,17R)-2,5,9-triacetyloxy-4,11-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 6500b1d9-f649-4a64-a720-4c2ea0b239fa
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1R,2R,3S,4S,5R,8R,9S,11S,12Z,14S,17R)-2,5,9-triacetyloxy-4,11-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) CCCCCCCC(=O)OC1(CC(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) CCCCCCCC(=O)O[C@]/1(C[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/C34H48O13/c1-9-10-11-12-13-14-26(38)46-33(41)18-25(43-21(4)36)30(6)16-15-23(42-20(3)35)31(7,40)27(30)28(44-22(5)37)34-24(17-19(33)2)45-29(39)32(34,8)47-34/h15-17,23-25,27-28,40-41H,9-14,18H2,1-8H3/b19-17-/t23-,24+,25+,27-,28-,30+,31-,32+,33+,34-/m1/s1
InChI Key ADXUQEXAZJOSIH-IYZRQVSESA-N
Popularity 1 reference 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 3.60
Atomic LogP (AlogP) 3.12
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 [(1R,2R,3S,4S,5R,8R,9S,11S,12Z,14S,17R)-2,5,9-triacetyloxy-4,11-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 + 0.9703 97.03%
Caco-2 - 0.7976 79.76%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7278 72.78%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.8157 81.57%
OATP1B3 inhibitior + 0.9292 92.92%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9858 98.58%
P-glycoprotein inhibitior + 0.8464 84.64%
P-glycoprotein substrate + 0.6451 64.51%
CYP3A4 substrate + 0.6923 69.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8692 86.92%
CYP3A4 inhibition + 0.7254 72.54%
CYP2C9 inhibition - 0.8572 85.72%
CYP2C19 inhibition - 0.8722 87.22%
CYP2D6 inhibition - 0.9223 92.23%
CYP1A2 inhibition - 0.8236 82.36%
CYP2C8 inhibition + 0.6618 66.18%
CYP inhibitory promiscuity - 0.8411 84.11%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4436 44.36%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9089 90.89%
Skin irritation + 0.6391 63.91%
Skin corrosion - 0.9102 91.02%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5822 58.22%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.5086 50.86%
skin sensitisation - 0.8597 85.97%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.5983 59.83%
Acute Oral Toxicity (c) I 0.5479 54.79%
Estrogen receptor binding + 0.7778 77.78%
Androgen receptor binding + 0.7169 71.69%
Thyroid receptor binding + 0.5207 52.07%
Glucocorticoid receptor binding + 0.7930 79.30%
Aromatase binding + 0.7011 70.11%
PPAR gamma + 0.7099 70.99%
Honey bee toxicity - 0.8553 85.53%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.7063 70.63%
Fish aquatic toxicity + 0.9869 98.69%

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 98.27% 89.63%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.03% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.77% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 95.73% 97.79%
CHEMBL299 P17252 Protein kinase C alpha 93.00% 98.03%
CHEMBL2581 P07339 Cathepsin D 92.75% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.41% 99.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.75% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.42% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.41% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 87.47% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.05% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.48% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.08% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.28% 95.56%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.98% 94.80%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.26% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.61% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.57% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 80.90% 91.19%

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 163103328
LOTUS LTS0164392
wikiData Q104909878