[(1R,2R,5S,6S,9S,10S,12S,13R)-5,9-dimethyl-14-methylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.02,6.010,12]tetradecan-13-yl] 3-methylbutanoate

Details

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Internal ID 631494c6-16e5-4b44-a61d-3483c26d6e55
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
IUPAC Name [(1R,2R,5S,6S,9S,10S,12S,13R)-5,9-dimethyl-14-methylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.02,6.010,12]tetradecan-13-yl] 3-methylbutanoate
SMILES (Canonical) CC1C2CCC3(C(C2OC1=O)C(=C)C(C4C3O4)OC(=O)CC(C)C)C
SMILES (Isomeric) C[C@H]1[C@@H]2CC[C@]3([C@H]([C@@H]2OC1=O)C(=C)[C@H]([C@@H]4[C@H]3O4)OC(=O)CC(C)C)C
InChI InChI=1S/C20H28O5/c1-9(2)8-13(21)23-15-11(4)14-16-12(10(3)19(22)25-16)6-7-20(14,5)18-17(15)24-18/h9-10,12,14-18H,4,6-8H2,1-3,5H3/t10-,12-,14-,15+,16+,17+,18+,20-/m0/s1
InChI Key BDOYPMFANYVAFV-ZPDBXDRJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H28O5
Molecular Weight 348.40 g/mol
Exact Mass 348.19367399 g/mol
Topological Polar Surface Area (TPSA) 65.10 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.88
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,5S,6S,9S,10S,12S,13R)-5,9-dimethyl-14-methylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.02,6.010,12]tetradecan-13-yl] 3-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9861 98.61%
Caco-2 + 0.5214 52.14%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6487 64.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8532 85.32%
OATP1B3 inhibitior + 0.8953 89.53%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.7415 74.15%
P-glycoprotein inhibitior - 0.5352 53.52%
P-glycoprotein substrate - 0.6605 66.05%
CYP3A4 substrate + 0.7004 70.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8684 86.84%
CYP3A4 inhibition + 0.5391 53.91%
CYP2C9 inhibition - 0.7516 75.16%
CYP2C19 inhibition - 0.7677 76.77%
CYP2D6 inhibition - 0.9201 92.01%
CYP1A2 inhibition - 0.6707 67.07%
CYP2C8 inhibition - 0.8335 83.35%
CYP inhibitory promiscuity - 0.7170 71.70%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5085 50.85%
Eye corrosion - 0.9845 98.45%
Eye irritation - 0.7456 74.56%
Skin irritation - 0.5910 59.10%
Skin corrosion - 0.8515 85.15%
Ames mutagenesis - 0.6160 61.60%
Human Ether-a-go-go-Related Gene inhibition - 0.6170 61.70%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.6872 68.72%
skin sensitisation - 0.6694 66.94%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6442 64.42%
Acute Oral Toxicity (c) III 0.5333 53.33%
Estrogen receptor binding + 0.7164 71.64%
Androgen receptor binding + 0.6421 64.21%
Thyroid receptor binding + 0.5401 54.01%
Glucocorticoid receptor binding + 0.6627 66.27%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6351 63.51%
Honey bee toxicity - 0.7348 73.48%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5250 52.50%
Fish aquatic toxicity + 0.9915 99.15%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.80% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.09% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.00% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.71% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.15% 96.38%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.17% 96.47%
CHEMBL2581 P07339 Cathepsin D 87.86% 98.95%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.17% 93.04%
CHEMBL299 P17252 Protein kinase C alpha 84.58% 98.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.56% 97.09%
CHEMBL237 P41145 Kappa opioid receptor 84.43% 98.10%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.93% 95.56%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 81.51% 92.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.33% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.13% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.10% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.09% 99.23%

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.
Thapsia nitida

Cross-Links

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PubChem 11995374
LOTUS LTS0242635
wikiData Q104924552