PlantaeDB Logo
Login Sign-up

[3-Ethylidene-1,6-bis(2-methylbutanoyloxy)-4-(2-methyloxiran-2-yl)-2-oxospiro[1,3a,4,5,6,7a-hexahydroindene-7,2'-oxirane]-5-yl] 4-acetyloxy-3-methylpent-2-enoate

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

Top
Internal ID 4a9a04a8-2059-4143-ae86-0e42c14ff4cc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [3-ethylidene-1,6-bis(2-methylbutanoyloxy)-4-(2-methyloxiran-2-yl)-2-oxospiro[1,3a,4,5,6,7a-hexahydroindene-7,2'-oxirane]-5-yl] 4-acetyloxy-3-methylpent-2-enoate
SMILES (Canonical) CCC(C)C(=O)OC1C2C(C(C(C(C23CO3)OC(=O)C(C)CC)OC(=O)C=C(C)C(C)OC(=O)C)C4(CO4)C)C(=CC)C1=O
SMILES (Isomeric) CCC(C)C(=O)OC1C2C(C(C(C(C23CO3)OC(=O)C(C)CC)OC(=O)C=C(C)C(C)OC(=O)C)C4(CO4)C)C(=CC)C1=O
InChI InChI=1S/C33H46O11/c1-10-16(4)30(37)43-27-25-23(21(12-3)26(27)36)24(32(9)14-39-32)28(42-22(35)13-18(6)19(7)41-20(8)34)29(33(25)15-40-33)44-31(38)17(5)11-2/h12-13,16-17,19,23-25,27-29H,10-11,14-15H2,1-9H3
InChI Key XMBFVDGOXNSTRI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C33H46O11
Molecular Weight 618.70 g/mol
Exact Mass 618.30401228 g/mol
Topological Polar Surface Area (TPSA) 147.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 3.66
H-Bond Acceptor 11
H-Bond Donor 0
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [3-Ethylidene-1,6-bis(2-methylbutanoyloxy)-4-(2-methyloxiran-2-yl)-2-oxospiro[1,3a,4,5,6,7a-hexahydroindene-7,2'-oxirane]-5-yl] 4-acetyloxy-3-methylpent-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9907 99.07%
Caco-2 - 0.7726 77.26%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6252 62.52%
OATP2B1 inhibitior - 0.7114 71.14%
OATP1B1 inhibitior + 0.8479 84.79%
OATP1B3 inhibitior + 0.9189 91.89%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9795 97.95%
P-glycoprotein inhibitior + 0.8764 87.64%
P-glycoprotein substrate + 0.5872 58.72%
CYP3A4 substrate + 0.6709 67.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8918 89.18%
CYP3A4 inhibition - 0.8051 80.51%
CYP2C9 inhibition - 0.7540 75.40%
CYP2C19 inhibition - 0.6815 68.15%
CYP2D6 inhibition - 0.9282 92.82%
CYP1A2 inhibition - 0.7155 71.55%
CYP2C8 inhibition + 0.4867 48.67%
CYP inhibitory promiscuity - 0.5896 58.96%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5391 53.91%
Eye corrosion - 0.9751 97.51%
Eye irritation - 0.9073 90.73%
Skin irritation - 0.6632 66.32%
Skin corrosion - 0.9365 93.65%
Ames mutagenesis - 0.6264 62.64%
Human Ether-a-go-go-Related Gene inhibition - 0.5322 53.22%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.5811 58.11%
skin sensitisation - 0.6501 65.01%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity - 0.5000 50.00%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.6316 63.16%
Acute Oral Toxicity (c) III 0.5120 51.20%
Estrogen receptor binding + 0.7650 76.50%
Androgen receptor binding + 0.7161 71.61%
Thyroid receptor binding - 0.5425 54.25%
Glucocorticoid receptor binding + 0.8157 81.57%
Aromatase binding + 0.6535 65.35%
PPAR gamma + 0.7424 74.24%
Honey bee toxicity - 0.6873 68.73%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9839 98.39%

Targets

Top

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.27% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.24% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.23% 98.95%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 94.37% 89.34%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.96% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.86% 96.09%
CHEMBL2413 P32246 C-C chemokine receptor type 1 90.22% 89.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.68% 96.47%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.00% 97.28%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.52% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.66% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.65% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.38% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 82.38% 92.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.94% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.55% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.40% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.17% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.27% 94.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.15% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.06% 99.23%

Plants that contains it

Top
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.
Rugelia nudicaulis

Cross-Links

Top
PubChem 162902294
LOTUS LTS0056300
wikiData Q105330625