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[13-Acetyloxy-7-(2,5-dihydroxy-2,3-dihydrofuran-4-yl)-1,8,12,17,17-pentamethyl-5,15-dioxo-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icosan-20-yl] acetate

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 82b21ca8-d950-4797-b9ad-eb88e616e23c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [13-acetyloxy-7-(2,5-dihydroxy-2,3-dihydrofuran-4-yl)-1,8,12,17,17-pentamethyl-5,15-dioxo-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icosan-20-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C(OC(=O)CC(C2(C3C1(C45C(O4)C(=O)OC(C5(CC3)C)C6=C(OC(C6)O)O)C)C)OC(=O)C)(C)C
SMILES (Isomeric) CC(=O)OC1CC2C(OC(=O)CC(C2(C3C1(C45C(O4)C(=O)OC(C5(CC3)C)C6=C(OC(C6)O)O)C)C)OC(=O)C)(C)C
InChI InChI=1S/C30H40O12/c1-13(31)37-18-12-21(34)41-26(3,4)17-11-19(38-14(2)32)29(7)16(28(17,18)6)8-9-27(5)22(15-10-20(33)39-24(15)35)40-25(36)23-30(27,29)42-23/h16-20,22-23,33,35H,8-12H2,1-7H3
InChI Key ZJEVIFPAOZQMQQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O12
Molecular Weight 592.60 g/mol
Exact Mass 592.25197671 g/mol
Topological Polar Surface Area (TPSA) 167.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.60
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [13-Acetyloxy-7-(2,5-dihydroxy-2,3-dihydrofuran-4-yl)-1,8,12,17,17-pentamethyl-5,15-dioxo-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icosan-20-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9558 95.58%
Caco-2 - 0.7866 78.66%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7026 70.26%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7388 73.88%
OATP1B3 inhibitior + 0.9205 92.05%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8321 83.21%
BSEP inhibitior + 0.6582 65.82%
P-glycoprotein inhibitior + 0.7038 70.38%
P-glycoprotein substrate + 0.5369 53.69%
CYP3A4 substrate + 0.7188 71.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8670 86.70%
CYP3A4 inhibition + 0.7761 77.61%
CYP2C9 inhibition - 0.7157 71.57%
CYP2C19 inhibition - 0.8161 81.61%
CYP2D6 inhibition - 0.9169 91.69%
CYP1A2 inhibition - 0.8391 83.91%
CYP2C8 inhibition + 0.6821 68.21%
CYP inhibitory promiscuity - 0.8601 86.01%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5291 52.91%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9054 90.54%
Skin irritation - 0.6209 62.09%
Skin corrosion - 0.8991 89.91%
Ames mutagenesis - 0.7119 71.19%
Human Ether-a-go-go-Related Gene inhibition - 0.6621 66.21%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8164 81.64%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.7788 77.88%
Acute Oral Toxicity (c) I 0.5398 53.98%
Estrogen receptor binding + 0.7808 78.08%
Androgen receptor binding + 0.7620 76.20%
Thyroid receptor binding - 0.4898 48.98%
Glucocorticoid receptor binding + 0.7867 78.67%
Aromatase binding + 0.7878 78.78%
PPAR gamma + 0.6994 69.94%
Honey bee toxicity - 0.6778 67.78%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9767 97.67%

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 97.09% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.98% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 94.90% 94.75%
CHEMBL2581 P07339 Cathepsin D 92.17% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 89.83% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.93% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.84% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.51% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.46% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.36% 93.04%
CHEMBL325 Q13547 Histone deacetylase 1 87.18% 95.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.17% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.42% 92.94%
CHEMBL2996 Q05655 Protein kinase C delta 85.93% 97.79%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.22% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.02% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.41% 97.14%
CHEMBL5255 O00206 Toll-like receptor 4 83.31% 92.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.17% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.09% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.71% 86.33%
CHEMBL259 P32245 Melanocortin receptor 4 81.53% 95.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.36% 94.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.13% 93.03%

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.
Toona sinensis

Cross-Links

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PubChem 163192482
LOTUS LTS0128335
wikiData Q105377852