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[5,7-Diacetyloxy-10-[5-acetyloxy-3-(furan-3-yl)-2-methylcyclopenten-1-yl]-9-(2-methoxy-2-oxoethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-11-yl] benzoate

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 5e73f658-ec55-474f-a93c-6d294420863c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [5,7-diacetyloxy-10-[5-acetyloxy-3-(furan-3-yl)-2-methylcyclopenten-1-yl]-9-(2-methoxy-2-oxoethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-11-yl] benzoate
SMILES (Canonical) CC1=C(C(CC1C2=COC=C2)OC(=O)C)C3(C(C4(C(CC(C5(C4C(C3OC(=O)C6=CC=CC=C6)OC5)C)OC(=O)C)OC(=O)C)C)CC(=O)OC)C
SMILES (Isomeric) CC1=C(C(CC1C2=COC=C2)OC(=O)C)C3(C(C4(C(CC(C5(C4C(C3OC(=O)C6=CC=CC=C6)OC5)C)OC(=O)C)OC(=O)C)C)CC(=O)OC)C
InChI InChI=1S/C40H48O12/c1-21-27(26-14-15-47-19-26)16-28(49-22(2)41)33(21)40(7)29(17-32(44)46-8)39(6)31(51-24(4)43)18-30(50-23(3)42)38(5)20-48-34(35(38)39)36(40)52-37(45)25-12-10-9-11-13-25/h9-15,19,27-31,34-36H,16-18,20H2,1-8H3
InChI Key NOANSNPNWFTAEY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H48O12
Molecular Weight 720.80 g/mol
Exact Mass 720.31457696 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 5.73
H-Bond Acceptor 12
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5,7-Diacetyloxy-10-[5-acetyloxy-3-(furan-3-yl)-2-methylcyclopenten-1-yl]-9-(2-methoxy-2-oxoethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-11-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9941 99.41%
Caco-2 - 0.8018 80.18%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7752 77.52%
OATP2B1 inhibitior - 0.7140 71.40%
OATP1B1 inhibitior + 0.6926 69.26%
OATP1B3 inhibitior + 0.8814 88.14%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8965 89.65%
P-glycoprotein substrate + 0.7310 73.10%
CYP3A4 substrate + 0.7153 71.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8670 86.70%
CYP3A4 inhibition + 0.5594 55.94%
CYP2C9 inhibition - 0.7959 79.59%
CYP2C19 inhibition - 0.8235 82.35%
CYP2D6 inhibition - 0.9542 95.42%
CYP1A2 inhibition - 0.8713 87.13%
CYP2C8 inhibition + 0.9168 91.68%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4882 48.82%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.8945 89.45%
Skin irritation - 0.7509 75.09%
Skin corrosion - 0.9606 96.06%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7670 76.70%
Micronuclear - 0.5026 50.26%
Hepatotoxicity + 0.6103 61.03%
skin sensitisation - 0.8234 82.34%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.5169 51.69%
Acute Oral Toxicity (c) I 0.5096 50.96%
Estrogen receptor binding + 0.8350 83.50%
Androgen receptor binding + 0.7216 72.16%
Thyroid receptor binding + 0.6202 62.02%
Glucocorticoid receptor binding + 0.8091 80.91%
Aromatase binding + 0.6468 64.68%
PPAR gamma + 0.7864 78.64%
Honey bee toxicity - 0.6842 68.42%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.12% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.56% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.29% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.03% 96.09%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 96.29% 87.67%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 96.17% 81.11%
CHEMBL221 P23219 Cyclooxygenase-1 96.02% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 94.59% 95.50%
CHEMBL2581 P07339 Cathepsin D 93.13% 98.95%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 90.90% 89.44%
CHEMBL5028 O14672 ADAM10 89.00% 97.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.45% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.82% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.10% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.54% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.73% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.43% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.47% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.20% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.91% 93.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.48% 99.17%

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 12874817
LOTUS LTS0233757
wikiData Q105182439