[6-(Furan-3-yl)-4,11,18-trihydroxy-15-methoxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.01,13.02,10.05,9]icosan-20-yl] acetate

Details

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Internal ID d0024649-28f4-46d8-a474-a9c2d40476f7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [6-(furan-3-yl)-4,11,18-trihydroxy-15-methoxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.01,13.02,10.05,9]icosan-20-yl] acetate
SMILES (Canonical) CC(=O)OC1CC(C23COC(C1(C2CC(C4(C3C(=O)C(C5(C4C(=O)CC5C6=COC=C6)C)O)C)O)C)OC)O
SMILES (Isomeric) CC(=O)OC1CC(C23COC(C1(C2CC(C4(C3C(=O)C(C5(C4C(=O)CC5C6=COC=C6)C)O)C)O)C)OC)O
InChI InChI=1S/C29H38O10/c1-13(30)39-20-10-19(33)29-12-38-25(36-5)27(20,3)17(29)9-18(32)28(4)22-16(31)8-15(14-6-7-37-11-14)26(22,2)24(35)21(34)23(28)29/h6-7,11,15,17-20,22-25,32-33,35H,8-10,12H2,1-5H3
InChI Key SXRKNAOILVKMHL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H38O10
Molecular Weight 546.60 g/mol
Exact Mass 546.24649740 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 1.60
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [6-(Furan-3-yl)-4,11,18-trihydroxy-15-methoxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.01,13.02,10.05,9]icosan-20-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9529 95.29%
Caco-2 - 0.7709 77.09%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7840 78.40%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.6847 68.47%
OATP1B3 inhibitior + 0.9057 90.57%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9114 91.14%
BSEP inhibitior + 0.9756 97.56%
P-glycoprotein inhibitior + 0.6881 68.81%
P-glycoprotein substrate + 0.6115 61.15%
CYP3A4 substrate + 0.6948 69.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8382 83.82%
CYP3A4 inhibition - 0.7933 79.33%
CYP2C9 inhibition - 0.9015 90.15%
CYP2C19 inhibition - 0.9357 93.57%
CYP2D6 inhibition - 0.9523 95.23%
CYP1A2 inhibition - 0.9197 91.97%
CYP2C8 inhibition + 0.6483 64.83%
CYP inhibitory promiscuity - 0.9426 94.26%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5519 55.19%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9063 90.63%
Skin irritation - 0.7653 76.53%
Skin corrosion - 0.9462 94.62%
Ames mutagenesis - 0.5264 52.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7759 77.59%
Micronuclear - 0.5500 55.00%
Hepatotoxicity + 0.7250 72.50%
skin sensitisation - 0.9089 90.89%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.6709 67.09%
Acute Oral Toxicity (c) I 0.5618 56.18%
Estrogen receptor binding + 0.8412 84.12%
Androgen receptor binding + 0.6656 66.56%
Thyroid receptor binding + 0.5811 58.11%
Glucocorticoid receptor binding + 0.7595 75.95%
Aromatase binding + 0.6979 69.79%
PPAR gamma + 0.7041 70.41%
Honey bee toxicity - 0.6834 68.34%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9430 94.30%

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 98.85% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.88% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.51% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.76% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 93.39% 83.82%
CHEMBL2581 P07339 Cathepsin D 92.38% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.66% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.02% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.39% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.10% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.91% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.49% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.20% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.33% 97.28%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.08% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.79% 92.94%

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.
Melia azedarach

Cross-Links

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PubChem 73657025
LOTUS LTS0046779
wikiData Q105263284