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[17-[2-Acetyloxy-5-(3,3-dimethyloxiran-2-yl)oxolan-3-yl]-1-hydroxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,7,8,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-yl] 2-methylbut-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

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Internal ID 699aef69-79a8-453e-b034-bcc91e68dcf8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [17-[2-acetyloxy-5-(3,3-dimethyloxiran-2-yl)oxolan-3-yl]-1-hydroxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,7,8,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-yl] 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC2(C(CCC2(C3C1C4(C(CC(=O)C(C4=CC3)(C)C)O)C)C)C5CC(OC5OC(=O)C)C6C(O6)(C)C)C
SMILES (Isomeric) CC=C(C)C(=O)OC1CC2(C(CCC2(C3C1C4(C(CC(=O)C(C4=CC3)(C)C)O)C)C)C5CC(OC5OC(=O)C)C6C(O6)(C)C)C
InChI InChI=1S/C37H54O8/c1-11-19(2)31(41)43-25-18-36(9)22(21-16-24(30-34(6,7)45-30)44-32(21)42-20(3)38)14-15-35(36,8)23-12-13-26-33(4,5)27(39)17-28(40)37(26,10)29(23)25/h11,13,21-25,28-30,32,40H,12,14-18H2,1-10H3
InChI Key HYQJSVUTIJITQE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H54O8
Molecular Weight 626.80 g/mol
Exact Mass 626.38186868 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 5.90
Atomic LogP (AlogP) 6.09
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [17-[2-Acetyloxy-5-(3,3-dimethyloxiran-2-yl)oxolan-3-yl]-1-hydroxy-4,4,10,13,14-pentamethyl-3-oxo-1,2,7,8,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-yl] 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 + 0.9926 99.26%
Caco-2 - 0.7922 79.22%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8082 80.82%
OATP2B1 inhibitior - 0.8622 86.22%
OATP1B1 inhibitior + 0.8163 81.63%
OATP1B3 inhibitior + 0.8150 81.50%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9836 98.36%
P-glycoprotein inhibitior + 0.8141 81.41%
P-glycoprotein substrate + 0.5279 52.79%
CYP3A4 substrate + 0.7541 75.41%
CYP2C9 substrate - 0.7995 79.95%
CYP2D6 substrate - 0.8878 88.78%
CYP3A4 inhibition + 0.5720 57.20%
CYP2C9 inhibition - 0.7492 74.92%
CYP2C19 inhibition - 0.8822 88.22%
CYP2D6 inhibition - 0.9412 94.12%
CYP1A2 inhibition - 0.8133 81.33%
CYP2C8 inhibition + 0.7526 75.26%
CYP inhibitory promiscuity - 0.9248 92.48%
UGT catelyzed + 0.5362 53.62%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Danger 0.4094 40.94%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9216 92.16%
Skin irritation - 0.5121 51.21%
Skin corrosion - 0.9059 90.59%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6773 67.73%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8155 81.55%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.8655 86.55%
Acute Oral Toxicity (c) I 0.5032 50.32%
Estrogen receptor binding + 0.7441 74.41%
Androgen receptor binding + 0.7639 76.39%
Thyroid receptor binding + 0.5261 52.61%
Glucocorticoid receptor binding + 0.7439 74.39%
Aromatase binding + 0.7513 75.13%
PPAR gamma + 0.6904 69.04%
Honey bee toxicity - 0.6063 60.63%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9931 99.31%

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 98.22% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.81% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.79% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.57% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.93% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.11% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.47% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.40% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 87.39% 91.19%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.28% 93.04%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.00% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.67% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.83% 94.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.86% 96.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.26% 82.69%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.11% 94.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 81.07% 96.39%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.00% 91.07%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.84% 97.21%
CHEMBL221 P23219 Cyclooxygenase-1 80.39% 90.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.01% 92.94%

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.
Brucea javanica

Cross-Links

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PubChem 75051305
LOTUS LTS0249972
wikiData Q105035423