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[(1R,2S,3R,4R,4aS,5R,8aR)-1-acetyloxy-3,5-dihydroxy-3,4,8a-trimethyl-8-methylidene-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-1,2,4a,5,6,7-hexahydronaphthalen-2-yl] butanoate

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 c96f0818-b2d4-4604-8e06-c05d486b058e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1R,2S,3R,4R,4aS,5R,8aR)-1-acetyloxy-3,5-dihydroxy-3,4,8a-trimethyl-8-methylidene-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-1,2,4a,5,6,7-hexahydronaphthalen-2-yl] butanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H36O8/c1-7-8-19(29)34-23-22(33-16(3)27)25(5)15(2)9-10-18(28)21(25)24(4,26(23,6)31)12-11-17-13-20(30)32-14-17/h11-13,18,21-23,28,31H,2,7-10,14H2,1,3-6H3/b12-11+/t18-,21-,22+,23+,24-,25+,26+/m1/s1
InChI Key CZVDOSTXFXGDEB-BTVLSMNRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H36O8
Molecular Weight 476.60 g/mol
Exact Mass 476.24101810 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.77
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3R,4R,4aS,5R,8aR)-1-acetyloxy-3,5-dihydroxy-3,4,8a-trimethyl-8-methylidene-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-1,2,4a,5,6,7-hexahydronaphthalen-2-yl] butanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9923 99.23%
Caco-2 - 0.6973 69.73%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6961 69.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8552 85.52%
OATP1B3 inhibitior + 0.9136 91.36%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8495 84.95%
P-glycoprotein inhibitior + 0.7061 70.61%
P-glycoprotein substrate + 0.5374 53.74%
CYP3A4 substrate + 0.6906 69.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9151 91.51%
CYP3A4 inhibition + 0.5857 58.57%
CYP2C9 inhibition - 0.7202 72.02%
CYP2C19 inhibition - 0.8632 86.32%
CYP2D6 inhibition - 0.9338 93.38%
CYP1A2 inhibition - 0.8116 81.16%
CYP2C8 inhibition + 0.5620 56.20%
CYP inhibitory promiscuity - 0.7742 77.42%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5406 54.06%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9435 94.35%
Skin irritation + 0.5895 58.95%
Skin corrosion - 0.9034 90.34%
Ames mutagenesis - 0.6364 63.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7023 70.23%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5090 50.90%
skin sensitisation - 0.8528 85.28%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.6921 69.21%
Acute Oral Toxicity (c) III 0.5662 56.62%
Estrogen receptor binding + 0.7050 70.50%
Androgen receptor binding + 0.6996 69.96%
Thyroid receptor binding - 0.5371 53.71%
Glucocorticoid receptor binding + 0.7422 74.22%
Aromatase binding + 0.7006 70.06%
PPAR gamma - 0.4878 48.78%
Honey bee toxicity - 0.7527 75.27%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9847 98.47%

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 98.55% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.97% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.08% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.13% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.07% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.69% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.13% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.15% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.94% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.48% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.54% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.23% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 86.01% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.31% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.23% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 82.44% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.36% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 82.23% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.90% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.39% 96.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.20% 97.28%

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 10983628
LOTUS LTS0009722
wikiData Q104973183