[(1S,2R,3R,4aR,5S,8aS)-4a,5-dimethyl-2-[(E)-2-methylbut-2-enoyl]oxy-7-oxo-3-prop-1-en-2-yl-1,2,3,4,5,6,8,8a-octahydronaphthalen-1-yl] (E)-2-methylbut-2-enoate

Details

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Internal ID 1d300390-9940-445a-afb2-4430070651a5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name [(1S,2R,3R,4aR,5S,8aS)-4a,5-dimethyl-2-[(E)-2-methylbut-2-enoyl]oxy-7-oxo-3-prop-1-en-2-yl-1,2,3,4,5,6,8,8a-octahydronaphthalen-1-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2CC(=O)CC(C2(CC(C1OC(=O)C(=CC)C)C(=C)C)C)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1[C@H]2CC(=O)C[C@@H]([C@]2(C[C@@H]([C@H]1OC(=O)/C(=C/C)/C)C(=C)C)C)C
InChI InChI=1S/C25H36O5/c1-9-15(5)23(27)29-21-19(14(3)4)13-25(8)17(7)11-18(26)12-20(25)22(21)30-24(28)16(6)10-2/h9-10,17,19-22H,3,11-13H2,1-2,4-8H3/b15-9+,16-10+/t17-,19+,20+,21+,22-,25+/m0/s1
InChI Key UDEUMDOZUGPOFS-QDHBGEPXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H36O5
Molecular Weight 416.50 g/mol
Exact Mass 416.25627424 g/mol
Topological Polar Surface Area (TPSA) 69.70 Ų
XlogP 5.30
Atomic LogP (AlogP) 4.96
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3R,4aR,5S,8aS)-4a,5-dimethyl-2-[(E)-2-methylbut-2-enoyl]oxy-7-oxo-3-prop-1-en-2-yl-1,2,3,4,5,6,8,8a-octahydronaphthalen-1-yl] (E)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9942 99.42%
Caco-2 + 0.6642 66.42%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7512 75.12%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8650 86.50%
OATP1B3 inhibitior + 0.9156 91.56%
MATE1 inhibitior + 0.7800 78.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.8143 81.43%
P-glycoprotein inhibitior + 0.7862 78.62%
P-glycoprotein substrate - 0.7238 72.38%
CYP3A4 substrate + 0.6268 62.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9075 90.75%
CYP3A4 inhibition + 0.5976 59.76%
CYP2C9 inhibition - 0.9261 92.61%
CYP2C19 inhibition - 0.8374 83.74%
CYP2D6 inhibition - 0.9559 95.59%
CYP1A2 inhibition - 0.8716 87.16%
CYP2C8 inhibition - 0.8094 80.94%
CYP inhibitory promiscuity - 0.9003 90.03%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9043 90.43%
Carcinogenicity (trinary) Non-required 0.5748 57.48%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8515 85.15%
Skin irritation - 0.5492 54.92%
Skin corrosion - 0.9757 97.57%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3864 38.64%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.5971 59.71%
skin sensitisation - 0.5375 53.75%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.5847 58.47%
Acute Oral Toxicity (c) III 0.6350 63.50%
Estrogen receptor binding + 0.7333 73.33%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding + 0.5328 53.28%
Glucocorticoid receptor binding + 0.6113 61.13%
Aromatase binding + 0.5918 59.18%
PPAR gamma + 0.6743 67.43%
Honey bee toxicity - 0.6499 64.99%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 1.0000 100.00%

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 97.06% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.99% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.71% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.13% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.41% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 86.25% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.71% 86.33%
CHEMBL2581 P07339 Cathepsin D 84.23% 98.95%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.27% 89.34%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.06% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.02% 97.09%

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.
Euryops algoensis

Cross-Links

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PubChem 14890380
LOTUS LTS0120625
wikiData Q105270323