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[(2S)-3-[(1R,5S)-5-hydroxy-4-[(E)-4-methyl-6-(2,6,6-trimethylcyclohexen-1-yl)hex-3-enyl]cyclohex-3-en-1-yl]-5-oxo-2H-furan-2-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 8fb66294-7500-4784-8a40-67cfb91c2a2b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(2S)-3-[(1R,5S)-5-hydroxy-4-[(E)-4-methyl-6-(2,6,6-trimethylcyclohexen-1-yl)hex-3-enyl]cyclohex-3-en-1-yl]-5-oxo-2H-furan-2-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H40O5/c1-18(11-14-24-19(2)9-7-15-28(24,4)5)8-6-10-21-12-13-22(16-25(21)30)23-17-26(31)33-27(23)32-20(3)29/h8,12,17,22,25,27,30H,6-7,9-11,13-16H2,1-5H3/b18-8+/t22-,25+,27+/m1/s1
InChI Key YFPJKEBHMGIVPZ-CAEINODZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O5
Molecular Weight 456.60 g/mol
Exact Mass 456.28757437 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 4.80
Atomic LogP (AlogP) 6.09
H-Bond Acceptor 5
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 [(2S)-3-[(1R,5S)-5-hydroxy-4-[(E)-4-methyl-6-(2,6,6-trimethylcyclohexen-1-yl)hex-3-enyl]cyclohex-3-en-1-yl]-5-oxo-2H-furan-2-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 + 0.9880 98.80%
Caco-2 - 0.5998 59.98%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8661 86.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7843 78.43%
OATP1B3 inhibitior - 0.2556 25.56%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9607 96.07%
P-glycoprotein inhibitior + 0.7680 76.80%
P-glycoprotein substrate - 0.5451 54.51%
CYP3A4 substrate + 0.7122 71.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9071 90.71%
CYP3A4 inhibition - 0.6688 66.88%
CYP2C9 inhibition - 0.6836 68.36%
CYP2C19 inhibition - 0.7044 70.44%
CYP2D6 inhibition - 0.9497 94.97%
CYP1A2 inhibition - 0.8809 88.09%
CYP2C8 inhibition + 0.5678 56.78%
CYP inhibitory promiscuity - 0.7484 74.84%
UGT catelyzed - 0.5638 56.38%
Carcinogenicity (binary) - 0.9428 94.28%
Carcinogenicity (trinary) Non-required 0.6306 63.06%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9246 92.46%
Skin irritation - 0.5198 51.98%
Skin corrosion - 0.9406 94.06%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3728 37.28%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.6304 63.04%
skin sensitisation - 0.8126 81.26%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.5069 50.69%
Acute Oral Toxicity (c) I 0.5784 57.84%
Estrogen receptor binding + 0.6447 64.47%
Androgen receptor binding + 0.6524 65.24%
Thyroid receptor binding - 0.5112 51.12%
Glucocorticoid receptor binding + 0.6536 65.36%
Aromatase binding - 0.4903 49.03%
PPAR gamma + 0.5645 56.45%
Honey bee toxicity - 0.7178 71.78%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9961 99.61%

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 97.27% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.59% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.13% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.12% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.40% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.74% 97.09%
CHEMBL2581 P07339 Cathepsin D 89.90% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.89% 97.25%
CHEMBL230 P35354 Cyclooxygenase-2 88.68% 89.63%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.53% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.32% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.98% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.95% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.62% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.91% 91.19%
CHEMBL1937 Q92769 Histone deacetylase 2 84.72% 94.75%
CHEMBL1914 P06276 Butyrylcholinesterase 84.64% 95.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.51% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.07% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.79% 94.33%
CHEMBL3401 O75469 Pregnane X receptor 81.59% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.04% 96.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.50% 94.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.33% 82.38%

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 163106708
LOTUS LTS0015151
wikiData Q105347730