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[7-Acetyloxy-17-[5-(3,3-dimethyloxiran-2-yl)-2-methoxyoxolan-3-yl]-1-hydroxy-4,4,8,10,13-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,16,17-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 562cd2fb-19e1-493e-9371-226a2aba3284
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [7-acetyloxy-17-[5-(3,3-dimethyloxiran-2-yl)-2-methoxyoxolan-3-yl]-1-hydroxy-4,4,8,10,13-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,16,17-decahydrocyclopenta[a]phenanthren-11-yl] 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC2(C(CC=C2C3(C1C4(C(CC3OC(=O)C)C(C(=O)CC4O)(C)C)C)C)C5CC(OC5OC)C6C(O6)(C)C)C
SMILES (Isomeric) CC=C(C)C(=O)OC1CC2(C(CC=C2C3(C1C4(C(CC3OC(=O)C)C(C(=O)CC4O)(C)C)C)C)C5CC(OC5OC)C6C(O6)(C)C)C
InChI InChI=1S/C38H56O9/c1-12-19(2)32(42)45-24-18-36(8)22(21-15-23(46-33(21)43-11)31-35(6,7)47-31)13-14-25(36)38(10)29(44-20(3)39)16-26-34(4,5)27(40)17-28(41)37(26,9)30(24)38/h12,14,21-24,26,28-31,33,41H,13,15-18H2,1-11H3
InChI Key OGYGNDBOJQVAPL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H56O9
Molecular Weight 656.80 g/mol
Exact Mass 656.39243336 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 5.72
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [7-Acetyloxy-17-[5-(3,3-dimethyloxiran-2-yl)-2-methoxyoxolan-3-yl]-1-hydroxy-4,4,8,10,13-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,16,17-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 + 0.9910 99.10%
Caco-2 - 0.8090 80.90%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7623 76.23%
OATP2B1 inhibitior - 0.8638 86.38%
OATP1B1 inhibitior + 0.8261 82.61%
OATP1B3 inhibitior + 0.8867 88.67%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9546 95.46%
P-glycoprotein inhibitior + 0.8070 80.70%
P-glycoprotein substrate + 0.5978 59.78%
CYP3A4 substrate + 0.7401 74.01%
CYP2C9 substrate - 0.7995 79.95%
CYP2D6 substrate - 0.8990 89.90%
CYP3A4 inhibition + 0.7532 75.32%
CYP2C9 inhibition - 0.7959 79.59%
CYP2C19 inhibition - 0.8253 82.53%
CYP2D6 inhibition - 0.9378 93.78%
CYP1A2 inhibition - 0.8460 84.60%
CYP2C8 inhibition + 0.7216 72.16%
CYP inhibitory promiscuity - 0.8699 86.99%
UGT catelyzed + 0.6362 63.62%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.4732 47.32%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9166 91.66%
Skin irritation - 0.5954 59.54%
Skin corrosion - 0.9281 92.81%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4662 46.62%
Micronuclear - 0.5200 52.00%
Hepatotoxicity - 0.5501 55.01%
skin sensitisation - 0.8063 80.63%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.8934 89.34%
Acute Oral Toxicity (c) I 0.6210 62.10%
Estrogen receptor binding + 0.7665 76.65%
Androgen receptor binding + 0.7236 72.36%
Thyroid receptor binding - 0.4906 49.06%
Glucocorticoid receptor binding + 0.7385 73.85%
Aromatase binding + 0.6881 68.81%
PPAR gamma + 0.7607 76.07%
Honey bee toxicity - 0.5833 58.33%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9920 99.20%

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 97.44% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.21% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.16% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.39% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.60% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.00% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.84% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.06% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.43% 92.94%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.78% 91.24%
CHEMBL340 P08684 Cytochrome P450 3A4 86.71% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.57% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.07% 96.95%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 83.04% 85.30%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.83% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 81.89% 94.73%
CHEMBL5028 O14672 ADAM10 80.45% 97.50%
CHEMBL2581 P07339 Cathepsin D 80.41% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.29% 97.14%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.05% 96.39%

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 75051304
LOTUS LTS0031153
wikiData Q105191929