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[18-Acetyloxy-6-(furan-3-yl)-16-hydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.01,10.02,7.011,16]octadec-2-en-14-yl] 2-methylbutanoate

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 b9ad16b5-f500-4980-ac30-e120bc471a19
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [18-acetyloxy-6-(furan-3-yl)-16-hydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.01,10.02,7.011,16]octadec-2-en-14-yl] 2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C2C(C34C(CCC5(C3=CC(=O)OC5C6=COC=C6)C)C(C2(O4)O)(C(C1(C)C)CC(=O)OC)C)OC(=O)C
SMILES (Isomeric) CCC(C)C(=O)OC1C2C(C34C(CCC5(C3=CC(=O)OC5C6=COC=C6)C)C(C2(O4)O)(C(C1(C)C)CC(=O)OC)C)OC(=O)C
InChI InChI=1S/C34H44O11/c1-9-17(2)29(38)44-27-25-28(42-18(3)35)33-20(32(7,34(25,39)45-33)21(30(27,4)5)14-23(36)40-8)10-12-31(6)22(33)15-24(37)43-26(31)19-11-13-41-16-19/h11,13,15-17,20-21,25-28,39H,9-10,12,14H2,1-8H3
InChI Key ZIPPQKBTRAWVCU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H44O11
Molecular Weight 628.70 g/mol
Exact Mass 628.28836222 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 4.42
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [18-Acetyloxy-6-(furan-3-yl)-16-hydroxy-12-(2-methoxy-2-oxoethyl)-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.01,10.02,7.011,16]octadec-2-en-14-yl] 2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9882 98.82%
Caco-2 - 0.7920 79.20%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7818 78.18%
OATP2B1 inhibitior - 0.7207 72.07%
OATP1B1 inhibitior - 0.6471 64.71%
OATP1B3 inhibitior - 0.4822 48.22%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9766 97.66%
P-glycoprotein inhibitior + 0.8084 80.84%
P-glycoprotein substrate + 0.6452 64.52%
CYP3A4 substrate + 0.7020 70.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8743 87.43%
CYP3A4 inhibition + 0.8355 83.55%
CYP2C9 inhibition - 0.7166 71.66%
CYP2C19 inhibition - 0.7605 76.05%
CYP2D6 inhibition - 0.8927 89.27%
CYP1A2 inhibition - 0.7892 78.92%
CYP2C8 inhibition + 0.7389 73.89%
CYP inhibitory promiscuity - 0.5631 56.31%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4245 42.45%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.8935 89.35%
Skin irritation - 0.6030 60.30%
Skin corrosion - 0.9166 91.66%
Ames mutagenesis - 0.6207 62.07%
Human Ether-a-go-go-Related Gene inhibition + 0.7302 73.02%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5622 56.22%
skin sensitisation - 0.8472 84.72%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6607 66.07%
Acute Oral Toxicity (c) I 0.5078 50.78%
Estrogen receptor binding + 0.7613 76.13%
Androgen receptor binding + 0.7602 76.02%
Thyroid receptor binding + 0.6400 64.00%
Glucocorticoid receptor binding + 0.8027 80.27%
Aromatase binding + 0.7375 73.75%
PPAR gamma + 0.7518 75.18%
Honey bee toxicity - 0.7124 71.24%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5800 58.00%
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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.81% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.23% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.62% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.11% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.35% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.68% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 88.75% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.08% 89.00%
CHEMBL2581 P07339 Cathepsin D 88.04% 98.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.25% 94.80%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.02% 92.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.01% 82.69%
CHEMBL2996 Q05655 Protein kinase C delta 86.98% 97.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.91% 99.23%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.40% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 86.21% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.05% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.50% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.89% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 84.43% 90.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.26% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.26% 96.77%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.84% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.49% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.33% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.44% 95.56%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.38% 80.00%
CHEMBL2094128 P24941 Cyclin-dependent kinase 2/cyclin A 81.13% 97.25%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.48% 92.88%

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.
Xylocarpus granatum

Cross-Links

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PubChem 73241694
LOTUS LTS0227783
wikiData Q105377397