PlantaeDB Logo
Login Sign-up

[19,20-Diacetyloxy-6-(furan-3-yl)-11,18-dihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.01,13.02,10.05,9]icosan-15-yl] 2-methylpropanoate

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

Top
Internal ID c10a5432-90ca-4c0e-b32a-b6ea320dfbc2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [19,20-diacetyloxy-6-(furan-3-yl)-11,18-dihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.01,13.02,10.05,9]icosan-15-yl] 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1C2(C3CC(C4(C5C(=O)CC(C5(CC(=O)C4C3(CO1)C(C(C2OC(=O)C)OC(=O)C)O)C)C6=COC=C6)C)O)C
SMILES (Isomeric) CC(C)C(=O)OC1C2(C3CC(C4(C5C(=O)CC(C5(CC(=O)C4C3(CO1)C(C(C2OC(=O)C)OC(=O)C)O)C)C6=COC=C6)C)O)C
InChI InChI=1S/C34H44O12/c1-15(2)29(41)46-30-32(6)22-11-23(39)33(7)25-20(37)10-19(18-8-9-42-13-18)31(25,5)12-21(38)26(33)34(22,14-43-30)27(40)24(44-16(3)35)28(32)45-17(4)36/h8-9,13,15,19,22-28,30,39-40H,10-12,14H2,1-7H3
InChI Key FHGZDHGFOFYBJT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C34H44O12
Molecular Weight 644.70 g/mol
Exact Mass 644.28327683 g/mol
Topological Polar Surface Area (TPSA) 176.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.72
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [19,20-Diacetyloxy-6-(furan-3-yl)-11,18-dihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.01,13.02,10.05,9]icosan-15-yl] 2-methylpropanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9696 96.96%
Caco-2 - 0.8232 82.32%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8325 83.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7311 73.11%
OATP1B3 inhibitior + 0.8287 82.87%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8614 86.14%
BSEP inhibitior + 0.9862 98.62%
P-glycoprotein inhibitior + 0.7963 79.63%
P-glycoprotein substrate + 0.5749 57.49%
CYP3A4 substrate + 0.7025 70.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8225 82.25%
CYP3A4 inhibition - 0.6677 66.77%
CYP2C9 inhibition - 0.8325 83.25%
CYP2C19 inhibition - 0.8875 88.75%
CYP2D6 inhibition - 0.9524 95.24%
CYP1A2 inhibition - 0.8952 89.52%
CYP2C8 inhibition + 0.6228 62.28%
CYP inhibitory promiscuity - 0.9283 92.83%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5440 54.40%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9040 90.40%
Skin irritation - 0.7434 74.34%
Skin corrosion - 0.9445 94.45%
Ames mutagenesis - 0.5201 52.01%
Human Ether-a-go-go-Related Gene inhibition - 0.3660 36.60%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5731 57.31%
skin sensitisation - 0.9025 90.25%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.8255 82.55%
Acute Oral Toxicity (c) I 0.7130 71.30%
Estrogen receptor binding + 0.8244 82.44%
Androgen receptor binding + 0.7218 72.18%
Thyroid receptor binding + 0.6008 60.08%
Glucocorticoid receptor binding + 0.7934 79.34%
Aromatase binding + 0.6856 68.56%
PPAR gamma + 0.7814 78.14%
Honey bee toxicity - 0.6904 69.04%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9896 98.96%

Targets

Top

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.74% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.39% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.05% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.02% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.65% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.45% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 91.86% 83.82%
CHEMBL221 P23219 Cyclooxygenase-1 90.87% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.21% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 89.71% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.53% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.92% 96.77%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.53% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.36% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.58% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 85.50% 91.19%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.71% 98.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.55% 96.47%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.44% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.17% 92.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.23% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.80% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 80.68% 97.79%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.40% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 80.03% 94.73%

Plants that contains it

Top
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.
Melia azedarach

Cross-Links

Top
PubChem 14733179
LOTUS LTS0237455
wikiData Q104995254