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[(4R,8R,9R,10R)-5,7-diacetyloxy-10-[(3R,5S)-5-acetyloxy-3-(furan-3-yl)-2-methylcyclopenten-1-yl]-9-(acetyloxymethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-11-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 9516a6b2-a4b5-45da-9ec4-dd57aa3afd21
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(4R,8R,9R,10R)-5,7-diacetyloxy-10-[(3R,5S)-5-acetyloxy-3-(furan-3-yl)-2-methylcyclopenten-1-yl]-9-(acetyloxymethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-11-yl] 2-methylpropanoate
SMILES (Canonical) CC1=C(C(CC1C2=COC=C2)OC(=O)C)C3(C(C4(C(CC(C5(C4C(C3OC(=O)C(C)C)OC5)C)OC(=O)C)OC(=O)C)C)COC(=O)C)C
SMILES (Isomeric) CC1=C([C@H](C[C@H]1C2=COC=C2)OC(=O)C)[C@]3([C@@H]([C@]4(C(CC([C@@]5(C4C(C3OC(=O)C(C)C)OC5)C)OC(=O)C)OC(=O)C)C)COC(=O)C)C
InChI InChI=1S/C37H50O12/c1-18(2)34(42)49-33-31-32-35(8,17-45-31)28(47-22(6)40)14-29(48-23(7)41)36(32,9)27(16-44-20(4)38)37(33,10)30-19(3)25(24-11-12-43-15-24)13-26(30)46-21(5)39/h11-12,15,18,25-29,31-33H,13-14,16-17H2,1-10H3/t25-,26+,27-,28?,29?,31?,32?,33?,35-,36+,37-/m1/s1
InChI Key SNBUZIGJDMHKER-SXCDPERMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H50O12
Molecular Weight 686.80 g/mol
Exact Mass 686.33022703 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 5.08
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 [(4R,8R,9R,10R)-5,7-diacetyloxy-10-[(3R,5S)-5-acetyloxy-3-(furan-3-yl)-2-methylcyclopenten-1-yl]-9-(acetyloxymethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-11-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 + 0.9928 99.28%
Caco-2 - 0.8115 81.15%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8176 81.76%
OATP2B1 inhibitior - 0.7144 71.44%
OATP1B1 inhibitior + 0.7616 76.16%
OATP1B3 inhibitior - 0.2998 29.98%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9970 99.70%
P-glycoprotein inhibitior + 0.8689 86.89%
P-glycoprotein substrate + 0.6242 62.42%
CYP3A4 substrate + 0.6935 69.35%
CYP2C9 substrate - 0.7904 79.04%
CYP2D6 substrate - 0.8356 83.56%
CYP3A4 inhibition - 0.5441 54.41%
CYP2C9 inhibition - 0.6363 63.63%
CYP2C19 inhibition - 0.5839 58.39%
CYP2D6 inhibition - 0.9335 93.35%
CYP1A2 inhibition - 0.8541 85.41%
CYP2C8 inhibition + 0.8143 81.43%
CYP inhibitory promiscuity + 0.5096 50.96%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4662 46.62%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8881 88.81%
Skin irritation - 0.7548 75.48%
Skin corrosion - 0.9559 95.59%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7129 71.29%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.6357 63.57%
skin sensitisation - 0.7707 77.07%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.6211 62.11%
Acute Oral Toxicity (c) I 0.4551 45.51%
Estrogen receptor binding + 0.8300 83.00%
Androgen receptor binding + 0.7230 72.30%
Thyroid receptor binding + 0.5707 57.07%
Glucocorticoid receptor binding + 0.8078 80.78%
Aromatase binding + 0.6820 68.20%
PPAR gamma + 0.8032 80.32%
Honey bee toxicity - 0.6587 65.87%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6500 65.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.42% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.98% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.80% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.30% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 94.06% 90.17%
CHEMBL2581 P07339 Cathepsin D 93.37% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.01% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.39% 97.25%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 92.09% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.88% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.84% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.77% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.71% 96.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.24% 96.47%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.93% 94.00%
CHEMBL5028 O14672 ADAM10 81.54% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.52% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.51% 94.33%
CHEMBL3401 O75469 Pregnane X receptor 80.08% 94.73%

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 5320167
NPASS NPC173745
LOTUS LTS0128157
wikiData Q105256333