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2'-Acetylglaucarubinone

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 98e6675a-f358-420f-b1b2-0cf7ea678aae
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
IUPAC Name [(1S,5R,6R,7S,8R,11R,13S,17S,18S,19R)-4,5,17-trihydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-8-yl] 2-acetyloxy-2-methylbutanoate
SMILES (Canonical) CCC(C)(C(=O)OC1C2C(C(C3(C4C2(CO3)C(CC5C4(C(C(=O)C=C5C)O)C)OC1=O)O)O)C)OC(=O)C
SMILES (Isomeric) CCC(C)(C(=O)O[C@@H]1[C@H]2[C@H]([C@H](C3([C@H]4[C@@]2(CO3)[C@@H](C[C@@H]5[C@@]4([C@@H](C(=O)C=C5C)O)C)OC1=O)O)O)C)OC(=O)C
InChI InChI=1S/C27H36O11/c1-7-24(5,38-13(4)28)23(33)37-18-17-12(3)19(30)27(34)22-25(6)14(11(2)8-15(29)20(25)31)9-16(36-21(18)32)26(17,22)10-35-27/h8,12,14,16-20,22,30-31,34H,7,9-10H2,1-6H3/t12-,14+,16-,17-,18-,19-,20-,22-,24?,25-,26+,27?/m1/s1
InChI Key MYXSXBKEINPXNR-CRXXLAPSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H36O11
Molecular Weight 536.60 g/mol
Exact Mass 536.22576196 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 0.42
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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33957-83-4
Picras-3-ene-2,16-dione, 15-(2-(acetyloxy)-2-methyl-1-oxobutoxy)-11,20-epoxy-1,11,12-trihydroxy-, (1beta,11beta,12alpha,14beta)-
DTXSID30955539
1,11,12-Trihydroxy-2,16-dioxo-11,20-epoxypicras-3-en-15-yl 2-(acetyloxy)-2-methylbutanoate

2D Structure

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2D Structure of 2'-Acetylglaucarubinone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9572 95.72%
Caco-2 - 0.7731 77.31%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7670 76.70%
OATP2B1 inhibitior - 0.8591 85.91%
OATP1B1 inhibitior + 0.8354 83.54%
OATP1B3 inhibitior + 0.9272 92.72%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8578 85.78%
P-glycoprotein inhibitior + 0.6964 69.64%
P-glycoprotein substrate + 0.9324 93.24%
CYP3A4 substrate + 0.7201 72.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8934 89.34%
CYP3A4 inhibition - 0.6441 64.41%
CYP2C9 inhibition - 0.7549 75.49%
CYP2C19 inhibition - 0.7959 79.59%
CYP2D6 inhibition - 0.9482 94.82%
CYP1A2 inhibition - 0.8096 80.96%
CYP2C8 inhibition + 0.6395 63.95%
CYP inhibitory promiscuity - 0.7805 78.05%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5434 54.34%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9114 91.14%
Skin irritation - 0.5413 54.13%
Skin corrosion - 0.9304 93.04%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6216 62.16%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.6118 61.18%
skin sensitisation - 0.8747 87.47%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5814 58.14%
Acute Oral Toxicity (c) III 0.7812 78.12%
Estrogen receptor binding + 0.7405 74.05%
Androgen receptor binding + 0.7112 71.12%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7444 74.44%
Aromatase binding + 0.6989 69.89%
PPAR gamma + 0.6604 66.04%
Honey bee toxicity - 0.7144 71.44%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9907 99.07%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.64% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.69% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.63% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.58% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.41% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 91.44% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.79% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.24% 97.09%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 87.68% 90.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.08% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.71% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.49% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.68% 91.07%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.40% 96.90%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.23% 97.28%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.61% 95.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.30% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.23% 85.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.08% 94.33%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.93% 96.47%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.62% 99.23%
CHEMBL1902 P62942 FK506-binding protein 1A 81.06% 97.05%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.71% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.71% 92.94%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.27% 98.75%

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.
Pierreodendron kerstingii
Simarouba amara

Cross-Links

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PubChem 303910
LOTUS LTS0019061
wikiData Q82935188