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methyl (2R)-2-acetyloxy-2-[(1S,3S,7R,8R,9R,12S,13S)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-5,15-dioxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetate

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 af290b24-0ba8-4648-8599-2a22d4cd53ba
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (2R)-2-acetyloxy-2-[(1S,3S,7R,8R,9R,12S,13S)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-5,15-dioxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-yl]acetate
SMILES (Canonical) CC(=O)OC(C1C(C(=O)CC2C1(C3CCC4(C(OC(=O)CC4(C3=C)O2)C5=COC=C5)C)C)(C)C)C(=O)OC
SMILES (Isomeric) CC(=O)O[C@H]([C@@H]1[C@]2([C@H]3CC[C@]4([C@@H](OC(=O)C[C@@]4(C3=C)O[C@H]2CC(=O)C1(C)C)C5=COC=C5)C)C)C(=O)OC
InChI InChI=1S/C29H36O9/c1-15-18-8-10-27(5)24(17-9-11-35-14-17)37-21(32)13-29(15,27)38-20-12-19(31)26(3,4)23(28(18,20)6)22(25(33)34-7)36-16(2)30/h9,11,14,18,20,22-24H,1,8,10,12-13H2,2-7H3/t18-,20-,22+,23-,24-,27-,28-,29-/m0/s1
InChI Key QSQFOIMEVMOMIJ-DHGKSUBNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O9
Molecular Weight 528.60 g/mol
Exact Mass 528.23593272 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 4.10
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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ACon1_001292
NCGC00180661-01

2D Structure

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2D Structure of methyl (2R)-2-acetyloxy-2-[(1S,3S,7R,8R,9R,12S,13S)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-5,15-dioxo-2,14-dioxatetracyclo[7.7.1.01,12.03,8]heptadecan-7-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 + 0.9884 98.84%
Caco-2 - 0.7363 73.63%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7725 77.25%
OATP2B1 inhibitior - 0.7183 71.83%
OATP1B1 inhibitior - 0.7738 77.38%
OATP1B3 inhibitior - 0.5699 56.99%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9166 91.66%
P-glycoprotein inhibitior + 0.8190 81.90%
P-glycoprotein substrate + 0.6017 60.17%
CYP3A4 substrate + 0.7101 71.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8425 84.25%
CYP3A4 inhibition + 0.8611 86.11%
CYP2C9 inhibition - 0.8330 83.30%
CYP2C19 inhibition - 0.7344 73.44%
CYP2D6 inhibition - 0.9234 92.34%
CYP1A2 inhibition - 0.7286 72.86%
CYP2C8 inhibition + 0.6746 67.46%
CYP inhibitory promiscuity - 0.7606 76.06%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5277 52.77%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.8445 84.45%
Skin irritation - 0.6803 68.03%
Skin corrosion - 0.9160 91.60%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7262 72.62%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8128 81.28%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.4845 48.45%
Acute Oral Toxicity (c) I 0.4557 45.57%
Estrogen receptor binding + 0.7766 77.66%
Androgen receptor binding + 0.7580 75.80%
Thyroid receptor binding + 0.6388 63.88%
Glucocorticoid receptor binding + 0.8465 84.65%
Aromatase binding + 0.7090 70.90%
PPAR gamma + 0.7602 76.02%
Honey bee toxicity - 0.7482 74.82%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5500 55.00%
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 99.41% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.85% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.90% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.50% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.62% 97.09%
CHEMBL2581 P07339 Cathepsin D 89.82% 98.95%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 89.61% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.18% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.58% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.56% 99.23%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.69% 92.88%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.46% 82.69%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.25% 94.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.06% 93.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.52% 95.89%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 83.11% 96.39%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.92% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 81.54% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.52% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 80.82% 90.17%

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.
Entandrophragma angolense
Khaya senegalensis

Cross-Links

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PubChem 23983735
LOTUS LTS0028732
wikiData Q105227215