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[(1S,2R,5S,6S,10S,12S,13R,14R,15R,17S)-13-acetyloxy-6-(furan-3-yl)-17-(2-methoxy-2-oxoethyl)-1,5,16,16-tetramethyl-8,18-dioxo-7,11-dioxapentacyclo[12.3.1.02,12.05,10.010,12]octadecan-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

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Internal ID 0ce09259-85c5-410f-bf62-9cabad445142
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,5S,6S,10S,12S,13R,14R,15R,17S)-13-acetyloxy-6-(furan-3-yl)-17-(2-methoxy-2-oxoethyl)-1,5,16,16-tetramethyl-8,18-dioxo-7,11-dioxapentacyclo[12.3.1.02,12.05,10.010,12]octadecan-15-yl] 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1C2C(C34C(CCC5(C3(O4)CC(=O)OC5C6=COC=C6)C)C(C2=O)(C(C1(C)C)CC(=O)OC)C)OC(=O)C
SMILES (Isomeric) CC(C)C(=O)O[C@@H]1[C@@H]2[C@H]([C@@]34[C@H](CC[C@@]5([C@@]3(O4)CC(=O)O[C@H]5C6=COC=C6)C)[C@@](C2=O)([C@H](C1(C)C)CC(=O)OC)C)OC(=O)C
InChI InChI=1S/C33H42O11/c1-16(2)28(38)43-26-23-24(37)31(7,20(29(26,4)5)13-21(35)39-8)19-9-11-30(6)25(18-10-12-40-15-18)42-22(36)14-32(30)33(19,44-32)27(23)41-17(3)34/h10,12,15-16,19-20,23,25-27H,9,11,13-14H2,1-8H3/t19-,20+,23-,25+,26-,27-,30+,31-,32+,33+/m1/s1
InChI Key QLZCMLMAZOYMSC-ZXYZIBDASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H42O11
Molecular Weight 614.70 g/mol
Exact Mass 614.27271215 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 4.12
H-Bond Acceptor 11
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,5S,6S,10S,12S,13R,14R,15R,17S)-13-acetyloxy-6-(furan-3-yl)-17-(2-methoxy-2-oxoethyl)-1,5,16,16-tetramethyl-8,18-dioxo-7,11-dioxapentacyclo[12.3.1.02,12.05,10.010,12]octadecan-15-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9733 97.33%
Caco-2 - 0.7929 79.29%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7666 76.66%
OATP2B1 inhibitior - 0.7186 71.86%
OATP1B1 inhibitior - 0.5584 55.84%
OATP1B3 inhibitior + 0.9795 97.95%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9492 94.92%
P-glycoprotein inhibitior + 0.8396 83.96%
P-glycoprotein substrate + 0.6546 65.46%
CYP3A4 substrate + 0.7118 71.18%
CYP2C9 substrate - 0.6120 61.20%
CYP2D6 substrate - 0.8370 83.70%
CYP3A4 inhibition + 0.6821 68.21%
CYP2C9 inhibition - 0.7797 77.97%
CYP2C19 inhibition - 0.7632 76.32%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.8631 86.31%
CYP2C8 inhibition + 0.7644 76.44%
CYP inhibitory promiscuity - 0.8615 86.15%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6097 60.97%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.8567 85.67%
Skin irritation - 0.7527 75.27%
Skin corrosion - 0.9104 91.04%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7932 79.32%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5322 53.22%
skin sensitisation - 0.8647 86.47%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.6418 64.18%
Acute Oral Toxicity (c) I 0.3235 32.35%
Estrogen receptor binding + 0.8201 82.01%
Androgen receptor binding + 0.7567 75.67%
Thyroid receptor binding + 0.6256 62.56%
Glucocorticoid receptor binding + 0.8268 82.68%
Aromatase binding + 0.7445 74.45%
PPAR gamma + 0.7842 78.42%
Honey bee toxicity - 0.7345 73.45%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9866 98.66%

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 99.58% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.79% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.37% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.38% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.80% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.96% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 88.94% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.99% 89.00%
CHEMBL2581 P07339 Cathepsin D 85.49% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.12% 95.89%
CHEMBL4040 P28482 MAP kinase ERK2 84.98% 83.82%
CHEMBL340 P08684 Cytochrome P450 3A4 84.33% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.51% 99.23%
CHEMBL2996 Q05655 Protein kinase C delta 83.13% 97.79%
CHEMBL5028 O14672 ADAM10 81.90% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.64% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.70% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.70% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.09% 95.56%

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 moluccensis

Cross-Links

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PubChem 102274582
LOTUS LTS0106347
wikiData Q105223846