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[(1S)-4-[(3E,5E,7E,9E,11E)-12-[(2R)-4-[(E)-2-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]ethenyl]-5-oxo-2H-furan-2-yl]-3,10-dimethyldodeca-3,5,7,9,11-pentaen-1-ynyl]-3,5,5-trimethylcyclohex-3-en-1-yl] acetate

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 2a0188e1-76a9-48ca-ab37-30d798f0d7f2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(1S)-4-[(3E,5E,7E,9E,11E)-12-[(2R)-4-[(E)-2-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]ethenyl]-5-oxo-2H-furan-2-yl]-3,10-dimethyldodeca-3,5,7,9,11-pentaen-1-ynyl]-3,5,5-trimethylcyclohex-3-en-1-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H50O6/c1-27(14-12-10-11-13-15-28(2)17-19-35-29(3)22-34(44-30(4)41)26-37(35,5)6)16-18-33-23-31(36(43)45-33)20-21-40-38(7,8)24-32(42)25-39(40,9)46-40/h10-16,18,20-21,23,32-34,42H,22,24-26H2,1-9H3/b12-10+,13-11+,18-16+,21-20+,27-14+,28-15+/t32-,33+,34-,39+,40-/m0/s1
InChI Key YHALEYQLPSBELZ-WCUPGJSQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H50O6
Molecular Weight 626.80 g/mol
Exact Mass 626.36073931 g/mol
Topological Polar Surface Area (TPSA) 85.40 Ų
XlogP 8.10
Atomic LogP (AlogP) 7.74
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S)-4-[(3E,5E,7E,9E,11E)-12-[(2R)-4-[(E)-2-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]ethenyl]-5-oxo-2H-furan-2-yl]-3,10-dimethyldodeca-3,5,7,9,11-pentaen-1-ynyl]-3,5,5-trimethylcyclohex-3-en-1-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9736 97.36%
Caco-2 - 0.8309 83.09%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6778 67.78%
OATP2B1 inhibitior - 0.5688 56.88%
OATP1B1 inhibitior + 0.8193 81.93%
OATP1B3 inhibitior + 0.8865 88.65%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9911 99.11%
P-glycoprotein inhibitior + 0.8248 82.48%
P-glycoprotein substrate + 0.5783 57.83%
CYP3A4 substrate + 0.7334 73.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8880 88.80%
CYP3A4 inhibition - 0.5893 58.93%
CYP2C9 inhibition - 0.7599 75.99%
CYP2C19 inhibition - 0.7427 74.27%
CYP2D6 inhibition - 0.9441 94.41%
CYP1A2 inhibition - 0.8717 87.17%
CYP2C8 inhibition + 0.7469 74.69%
CYP inhibitory promiscuity - 0.8506 85.06%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.4253 42.53%
Eye corrosion - 0.9846 98.46%
Eye irritation - 0.9168 91.68%
Skin irritation - 0.6644 66.44%
Skin corrosion - 0.9179 91.79%
Ames mutagenesis + 0.5063 50.63%
Human Ether-a-go-go-Related Gene inhibition + 0.8845 88.45%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.5447 54.47%
skin sensitisation - 0.6692 66.92%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.5655 56.55%
Acute Oral Toxicity (c) III 0.3530 35.30%
Estrogen receptor binding + 0.8262 82.62%
Androgen receptor binding + 0.7452 74.52%
Thyroid receptor binding + 0.6735 67.35%
Glucocorticoid receptor binding + 0.7614 76.14%
Aromatase binding + 0.5808 58.08%
PPAR gamma + 0.7242 72.42%
Honey bee toxicity - 0.5848 58.48%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9842 98.42%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.93% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.10% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.75% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.12% 95.56%
CHEMBL230 P35354 Cyclooxygenase-2 90.04% 89.63%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.02% 89.00%
CHEMBL2581 P07339 Cathepsin D 88.79% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.71% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.33% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.89% 85.14%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.61% 94.62%
CHEMBL221 P23219 Cyclooxygenase-1 85.10% 90.17%
CHEMBL2996 Q05655 Protein kinase C delta 84.90% 97.79%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.71% 95.50%
CHEMBL5028 O14672 ADAM10 82.11% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.40% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.31% 94.80%

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 162884834
LOTUS LTS0018592
wikiData Q105348325