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[(1R,2S,5S,6S,11S,13R,14S,16R)-6-(furan-3-yl)-11-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-9-en-14-yl] (E)-2-methylbut-2-enoate

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 6be0c316-d63a-474d-af4a-5b0642312ae4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2S,5S,6S,11S,13R,14S,16R)-6-(furan-3-yl)-11-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-9-en-14-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2CC3(C(CCC4(C3=CC(=O)OC4C5=COC=C5)C)C(C2=O)(C(C1(C)C)CC(=O)OC)C)O
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1[C@H]2C[C@@]3([C@@H](CC[C@]4(C3=CC(=O)O[C@@H]4C5=COC=C5)C)[C@](C2=O)([C@@H](C1(C)C)CC(=O)OC)C)O
InChI InChI=1S/C32H40O9/c1-8-17(2)28(36)41-27-19-15-32(37)20(31(6,25(19)35)21(29(27,3)4)13-23(33)38-7)9-11-30(5)22(32)14-24(34)40-26(30)18-10-12-39-16-18/h8,10,12,14,16,19-21,26-27,37H,9,11,13,15H2,1-7H3/b17-8+/t19-,20-,21+,26+,27-,30-,31-,32-/m0/s1
InChI Key FDDAHJOPFVIDEZ-LBTXODHTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H40O9
Molecular Weight 568.70 g/mol
Exact Mass 568.26723285 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 4.64
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,5S,6S,11S,13R,14S,16R)-6-(furan-3-yl)-11-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-9-en-14-yl] (E)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9921 99.21%
Caco-2 - 0.7192 71.92%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8633 86.33%
OATP2B1 inhibitior - 0.8520 85.20%
OATP1B1 inhibitior - 0.4808 48.08%
OATP1B3 inhibitior + 0.8288 82.88%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9935 99.35%
P-glycoprotein inhibitior + 0.8172 81.72%
P-glycoprotein substrate + 0.6264 62.64%
CYP3A4 substrate + 0.7107 71.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8959 89.59%
CYP3A4 inhibition + 0.7309 73.09%
CYP2C9 inhibition - 0.7020 70.20%
CYP2C19 inhibition - 0.8267 82.67%
CYP2D6 inhibition - 0.9302 93.02%
CYP1A2 inhibition - 0.8025 80.25%
CYP2C8 inhibition + 0.7301 73.01%
CYP inhibitory promiscuity - 0.7695 76.95%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5081 50.81%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.8879 88.79%
Skin irritation - 0.6075 60.75%
Skin corrosion - 0.9305 93.05%
Ames mutagenesis - 0.6448 64.48%
Human Ether-a-go-go-Related Gene inhibition + 0.7833 78.33%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5177 51.77%
skin sensitisation - 0.8563 85.63%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.5703 57.03%
Acute Oral Toxicity (c) I 0.6931 69.31%
Estrogen receptor binding + 0.8471 84.71%
Androgen receptor binding + 0.7222 72.22%
Thyroid receptor binding + 0.6562 65.62%
Glucocorticoid receptor binding + 0.8773 87.73%
Aromatase binding + 0.6720 67.20%
PPAR gamma + 0.7569 75.69%
Honey bee toxicity - 0.7304 73.04%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9947 99.47%

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 98.98% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.90% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.57% 96.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.47% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.45% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.99% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.80% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.27% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.20% 93.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.58% 99.23%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.23% 94.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.12% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.77% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 86.47% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.16% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.67% 100.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 84.52% 91.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.24% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.13% 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.
Xylocarpus granatum

Cross-Links

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PubChem 163187747
LOTUS LTS0153475
wikiData Q104993523