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methyl (2S)-2-acetyloxy-2-[(1R,2R,6S,7S,8S,10S,12S,14S,15R,16S,17R,18R,19S,20R)-8,18,20-triacetyloxy-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 d020e222-3d27-4c65-a06a-50838fc6333e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (2S)-2-acetyloxy-2-[(1R,2R,6S,7S,8S,10S,12S,14S,15R,16S,17R,18R,19S,20R)-8,18,20-triacetyloxy-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)OC1CC23C4(C(C5(CC46C(C5OC(=O)C)C(C2(C7C1(C(OC(=O)C7)C8=COC=C8)C)OC(O3)(O6)C)OC(=O)C)C)C(C(=O)OC)OC(=O)C)C
SMILES (Isomeric) CC(=O)O[C@H]1C[C@]23[C@@]4([C@H]([C@]5(C[C@]46[C@@H]([C@H]5OC(=O)C)[C@H]([C@@]2([C@H]7[C@@]1([C@@H](OC(=O)C7)C8=COC=C8)C)O[C@](O3)(O6)C)OC(=O)C)C)[C@@H](C(=O)OC)OC(=O)C)C
InChI InChI=1S/C37H44O16/c1-16(38)46-22-13-36-33(7)26(25(30(43)44-9)47-17(2)39)31(5)15-35(33)24(28(31)48-18(3)40)29(49-19(4)41)37(36,53-34(8,51-35)52-36)21-12-23(42)50-27(32(21,22)6)20-10-11-45-14-20/h10-11,14,21-22,24-29H,12-13,15H2,1-9H3/t21-,22+,24+,25+,26+,27+,28-,29-,31-,32+,33-,34+,35+,36+,37-/m1/s1
InChI Key MVSTZQODPJTAFU-CPPLCPPWSA-N
Popularity 1 reference 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 1.90
Atomic LogP (AlogP) 2.84
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 (2S)-2-acetyloxy-2-[(1R,2R,6S,7S,8S,10S,12S,14S,15R,16S,17R,18R,19S,20R)-8,18,20-triacetyloxy-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 + 0.9855 98.55%
Caco-2 - 0.8276 82.76%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6189 61.89%
OATP2B1 inhibitior - 0.7155 71.55%
OATP1B1 inhibitior - 0.3553 35.53%
OATP1B3 inhibitior + 0.8037 80.37%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9866 98.66%
P-glycoprotein inhibitior + 0.8384 83.84%
P-glycoprotein substrate + 0.6624 66.24%
CYP3A4 substrate + 0.7222 72.22%
CYP2C9 substrate - 0.5981 59.81%
CYP2D6 substrate - 0.8304 83.04%
CYP3A4 inhibition - 0.5222 52.22%
CYP2C9 inhibition - 0.9046 90.46%
CYP2C19 inhibition - 0.8466 84.66%
CYP2D6 inhibition - 0.9325 93.25%
CYP1A2 inhibition - 0.8557 85.57%
CYP2C8 inhibition + 0.7902 79.02%
CYP inhibitory promiscuity - 0.8463 84.63%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5109 51.09%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.8746 87.46%
Skin irritation - 0.7791 77.91%
Skin corrosion - 0.9117 91.17%
Ames mutagenesis - 0.5078 50.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7812 78.12%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.5972 59.72%
skin sensitisation - 0.8532 85.32%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.7107 71.07%
Acute Oral Toxicity (c) III 0.3940 39.40%
Estrogen receptor binding + 0.8034 80.34%
Androgen receptor binding + 0.7683 76.83%
Thyroid receptor binding + 0.6271 62.71%
Glucocorticoid receptor binding + 0.7707 77.07%
Aromatase binding + 0.7287 72.87%
PPAR gamma + 0.7718 77.18%
Honey bee toxicity - 0.7213 72.13%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9746 97.46%

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 99.23% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.25% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.62% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.33% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.36% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.13% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.31% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.55% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.17% 99.23%
CHEMBL2996 Q05655 Protein kinase C delta 89.07% 97.79%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.24% 91.24%
CHEMBL1951 P21397 Monoamine oxidase A 87.19% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.08% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 86.32% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.28% 95.56%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.09% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.28% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.20% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.45% 94.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 81.39% 81.11%
CHEMBL5255 O00206 Toll-like receptor 4 80.55% 92.50%

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.
Xylocarpus granatum

Cross-Links

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PubChem 163193558
LOTUS LTS0177625
wikiData Q105173265