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[(1R,2S,6S,7S,10R,11S,16S,18S,19R)-19-acetylperoxy-6-(furan-3-yl)-2,20-dihydroxy-7,17,17-trimethyl-4,14-dioxo-5,13,21-trioxahexacyclo[17.2.1.01,10.02,7.011,16.011,20]docosan-18-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 5deb3268-4934-44c6-bea9-b7a09bef3298
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2S,6S,7S,10R,11S,16S,18S,19R)-19-acetylperoxy-6-(furan-3-yl)-2,20-dihydroxy-7,17,17-trimethyl-4,14-dioxo-5,13,21-trioxahexacyclo[17.2.1.01,10.02,7.011,16.011,20]docosan-18-yl] acetate
SMILES (Canonical) CC(=O)OC1C(C2CC(=O)OCC23C4CCC5(C(OC(=O)CC5(C46CC1(C3(O6)O)OOC(=O)C)O)C7=COC=C7)C)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@]2(C[C@@]34[C@H](CC[C@@]5([C@]3(CC(=O)O[C@H]5C6=COC=C6)O)C)[C@]7(C2(O4)O)COC(=O)C[C@H]7C1(C)C)OOC(=O)C
InChI InChI=1S/C30H36O13/c1-15(31)39-23-24(3,4)19-10-20(33)38-14-26(19)18-6-8-25(5)22(17-7-9-37-12-17)40-21(34)11-29(25,35)27(18)13-28(23,30(26,36)42-27)43-41-16(2)32/h7,9,12,18-19,22-23,35-36H,6,8,10-11,13-14H2,1-5H3/t18-,19+,22+,23+,25+,26-,27-,28-,29+,30?/m1/s1
InChI Key RDTHSEPEAGEPPU-AVIREYSZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H36O13
Molecular Weight 604.60 g/mol
Exact Mass 604.21559120 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 2.03
H-Bond Acceptor 13
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,6S,7S,10R,11S,16S,18S,19R)-19-acetylperoxy-6-(furan-3-yl)-2,20-dihydroxy-7,17,17-trimethyl-4,14-dioxo-5,13,21-trioxahexacyclo[17.2.1.01,10.02,7.011,16.011,20]docosan-18-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 + 0.9668 96.68%
Caco-2 - 0.7990 79.90%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8391 83.91%
OATP2B1 inhibitior - 0.8602 86.02%
OATP1B1 inhibitior - 0.3462 34.62%
OATP1B3 inhibitior + 0.8637 86.37%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7652 76.52%
BSEP inhibitior + 0.9271 92.71%
P-glycoprotein inhibitior + 0.7393 73.93%
P-glycoprotein substrate + 0.5952 59.52%
CYP3A4 substrate + 0.7120 71.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8560 85.60%
CYP3A4 inhibition - 0.6197 61.97%
CYP2C9 inhibition - 0.8066 80.66%
CYP2C19 inhibition - 0.8611 86.11%
CYP2D6 inhibition - 0.9450 94.50%
CYP1A2 inhibition - 0.8414 84.14%
CYP2C8 inhibition + 0.6811 68.11%
CYP inhibitory promiscuity - 0.9436 94.36%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5389 53.89%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.8597 85.97%
Skin irritation - 0.7046 70.46%
Skin corrosion - 0.9298 92.98%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3643 36.43%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.9079 90.79%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.5951 59.51%
Acute Oral Toxicity (c) I 0.6110 61.10%
Estrogen receptor binding + 0.8350 83.50%
Androgen receptor binding + 0.7596 75.96%
Thyroid receptor binding + 0.6179 61.79%
Glucocorticoid receptor binding + 0.7463 74.63%
Aromatase binding + 0.7728 77.28%
PPAR gamma + 0.7219 72.19%
Honey bee toxicity - 0.7310 73.10%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5150 51.50%
Fish aquatic toxicity + 0.9882 98.82%

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 97.91% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.58% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.13% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.49% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.66% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.33% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.65% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.35% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.30% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.14% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.70% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 86.31% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.26% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.74% 93.04%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.19% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.27% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.94% 85.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.85% 93.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.56% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.93% 92.62%

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.
Khaya anthotheca

Cross-Links

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PubChem 163042833
LOTUS LTS0175016
wikiData Q105234441