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methyl 2-[(1R,2S,6R,7S,9S,10R,12R,14R,15R,16S,17R,18R,19S,20R)-9,18,19,20-tetraacetyloxy-6-(furan-3-yl)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-16-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 6149d961-2e71-4df3-9771-0d3cec3dff7a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[(1R,2S,6R,7S,9S,10R,12R,14R,15R,16S,17R,18R,19S,20R)-9,18,19,20-tetraacetyloxy-6-(furan-3-yl)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-16-yl]acetate
SMILES (Canonical) CC(=O)OC1CC2(C(CC(=O)OC2C3=COC=C3)C45C16C7(C(C8(CC7(C(C8OC(=O)C)(C4OC(=O)C)OC(=O)C)OC(O5)(O6)C)C)CC(=O)OC)C)C
SMILES (Isomeric) CC(=O)O[C@H]1C[C@]2([C@H](CC(=O)O[C@H]2C3=COC=C3)[C@]45[C@@]16[C@@]7([C@H]([C@]8(C[C@@]7([C@]([C@@H]8OC(=O)C)([C@@H]4OC(=O)C)OC(=O)C)O[C@](O5)(O6)C)C)CC(=O)OC)C)C
InChI InChI=1S/C37H44O16/c1-17(38)46-24-14-30(5)23(13-26(43)49-27(30)21-10-11-45-15-21)35-29(48-19(3)40)36(50-20(4)41)28(47-18(2)39)31(6)16-34(36)32(7,22(31)12-25(42)44-9)37(24,35)53-33(8,51-34)52-35/h10-11,15,22-24,27-29H,12-14,16H2,1-9H3/t22-,23-,24-,27-,28+,29+,30-,31+,32+,33+,34+,35+,36-,37-/m0/s1
InChI Key FAYXJSPMQBOMDI-FRSQSWSXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H44O16
Molecular Weight 744.70 g/mol
Exact Mass 744.26293531 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.98
H-Bond Acceptor 16
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1R,2S,6R,7S,9S,10R,12R,14R,15R,16S,17R,18R,19S,20R)-9,18,19,20-tetraacetyloxy-6-(furan-3-yl)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-16-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 + 0.9844 98.44%
Caco-2 - 0.8082 80.82%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6668 66.68%
OATP2B1 inhibitior - 0.5763 57.63%
OATP1B1 inhibitior - 0.4808 48.08%
OATP1B3 inhibitior - 0.2633 26.33%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9921 99.21%
P-glycoprotein inhibitior + 0.8460 84.60%
P-glycoprotein substrate + 0.7055 70.55%
CYP3A4 substrate + 0.7146 71.46%
CYP2C9 substrate - 0.5981 59.81%
CYP2D6 substrate - 0.8304 83.04%
CYP3A4 inhibition - 0.5852 58.52%
CYP2C9 inhibition - 0.8806 88.06%
CYP2C19 inhibition - 0.8354 83.54%
CYP2D6 inhibition - 0.9363 93.63%
CYP1A2 inhibition - 0.8780 87.80%
CYP2C8 inhibition + 0.8088 80.88%
CYP inhibitory promiscuity - 0.7791 77.91%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5653 56.53%
Eye corrosion - 0.9852 98.52%
Eye irritation - 0.8732 87.32%
Skin irritation - 0.7823 78.23%
Skin corrosion - 0.9330 93.30%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8343 83.43%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.5698 56.98%
skin sensitisation - 0.8711 87.11%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.5673 56.73%
Acute Oral Toxicity (c) III 0.3489 34.89%
Estrogen receptor binding + 0.7947 79.47%
Androgen receptor binding + 0.7721 77.21%
Thyroid receptor binding + 0.6397 63.97%
Glucocorticoid receptor binding + 0.7836 78.36%
Aromatase binding + 0.7204 72.04%
PPAR gamma + 0.7709 77.09%
Honey bee toxicity - 0.7759 77.59%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9900 99.00%

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 99.79% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.67% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.02% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.59% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.43% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.23% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.13% 86.33%
CHEMBL4040 P28482 MAP kinase ERK2 86.88% 83.82%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.40% 94.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.95% 94.80%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.75% 95.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.66% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 83.86% 91.19%
CHEMBL2581 P07339 Cathepsin D 83.45% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.39% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.65% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.62% 92.62%
CHEMBL5028 O14672 ADAM10 81.24% 97.50%
CHEMBL4208 P20618 Proteasome component C5 81.18% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.92% 97.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.72% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.09% 95.89%

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.
Neobeguea leandriana

Cross-Links

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PubChem 163067819
LOTUS LTS0175668
wikiData Q104992491