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methyl (2R)-2-acetyloxy-2-[(1S,2S,4S,5S,6S,10R,11R,12R,13R,14R,15R,17S,18S)-4,12,14,17-tetraacetyloxy-6-(furan-3-yl)-2,11-dihydroxy-1,5,15-trimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-18-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 a96da9b7-7a0d-41d4-b8e0-75b7067de6d0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (2R)-2-acetyloxy-2-[(1S,2S,4S,5S,6S,10R,11R,12R,13R,14R,15R,17S,18S)-4,12,14,17-tetraacetyloxy-6-(furan-3-yl)-2,11-dihydroxy-1,5,15-trimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-18-yl]acetate
SMILES (Canonical) CC(=O)OC1CC2(C3(C(C4(CC3(C(C4OC(=O)C)C(C2(C5C1(C(OC(=O)C5)C6=COC=C6)C)O)OC(=O)C)OC(=O)C)C)C(C(=O)OC)OC(=O)C)C)O
SMILES (Isomeric) CC(=O)O[C@H]1C[C@@]2([C@@]3([C@H]([C@]4(C[C@@]3([C@H]([C@H]4OC(=O)C)[C@H]([C@@]2([C@H]5[C@@]1([C@@H](OC(=O)C5)C6=COC=C6)C)O)OC(=O)C)OC(=O)C)C)[C@H](C(=O)OC)OC(=O)C)C)O
InChI InChI=1S/C37H46O17/c1-16(38)49-23-13-36(45)34(8)27(26(31(44)47-9)50-17(2)39)32(6)15-35(34,54-20(5)42)25(29(32)51-18(3)40)30(52-19(4)41)37(36,46)22-12-24(43)53-28(33(22,23)7)21-10-11-48-14-21/h10-11,14,22-23,25-30,45-46H,12-13,15H2,1-9H3/t22-,23+,25-,26-,27+,28+,29-,30-,32-,33+,34-,35+,36+,37-/m1/s1
InChI Key XPJCZQAPACVHHD-YEQWOPMKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H46O17
Molecular Weight 762.70 g/mol
Exact Mass 762.27349999 g/mol
Topological Polar Surface Area (TPSA) 238.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 1.63
H-Bond Acceptor 17
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R)-2-acetyloxy-2-[(1S,2S,4S,5S,6S,10R,11R,12R,13R,14R,15R,17S,18S)-4,12,14,17-tetraacetyloxy-6-(furan-3-yl)-2,11-dihydroxy-1,5,15-trimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-18-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 + 0.9266 92.66%
Caco-2 - 0.8364 83.64%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6628 66.28%
OATP2B1 inhibitior - 0.7187 71.87%
OATP1B1 inhibitior + 0.7026 70.26%
OATP1B3 inhibitior - 0.2640 26.40%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9726 97.26%
P-glycoprotein inhibitior + 0.8135 81.35%
P-glycoprotein substrate + 0.6534 65.34%
CYP3A4 substrate + 0.7247 72.47%
CYP2C9 substrate - 0.8019 80.19%
CYP2D6 substrate - 0.8472 84.72%
CYP3A4 inhibition - 0.7280 72.80%
CYP2C9 inhibition - 0.9200 92.00%
CYP2C19 inhibition - 0.9177 91.77%
CYP2D6 inhibition - 0.9421 94.21%
CYP1A2 inhibition - 0.8880 88.80%
CYP2C8 inhibition + 0.7244 72.44%
CYP inhibitory promiscuity - 0.9690 96.90%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4750 47.50%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.8855 88.55%
Skin irritation - 0.7024 70.24%
Skin corrosion - 0.9148 91.48%
Ames mutagenesis - 0.5142 51.42%
Human Ether-a-go-go-Related Gene inhibition + 0.7098 70.98%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.5677 56.77%
skin sensitisation - 0.8905 89.05%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.7461 74.61%
Acute Oral Toxicity (c) I 0.4685 46.85%
Estrogen receptor binding + 0.7939 79.39%
Androgen receptor binding + 0.7622 76.22%
Thyroid receptor binding + 0.6087 60.87%
Glucocorticoid receptor binding + 0.7588 75.88%
Aromatase binding + 0.7022 70.22%
PPAR gamma + 0.7662 76.62%
Honey bee toxicity - 0.7369 73.69%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9488 94.88%

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 98.81% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.02% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.21% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.96% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 94.30% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.99% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.98% 89.00%
CHEMBL2581 P07339 Cathepsin D 90.01% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.27% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.02% 91.24%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.08% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.30% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.60% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.43% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 82.11% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.61% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 81.30% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.26% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.78% 99.23%
CHEMBL5028 O14672 ADAM10 80.56% 97.50%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.26% 100.00%

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 25195304
LOTUS LTS0252199
wikiData Q105338451