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methyl (2S)-2-acetyloxy-2-[(1R,3R,4R,5R,10S,12R,14S,15R,16S,18S,19R,20S,22R)-3,22-diacetyloxy-5-(furan-3-yl)-15,16-dihydroxy-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.115,18.01,10.04,9.010,14.016,20]docos-8-en-19-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 546077e0-0ad3-4028-9b71-df79320f7721
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (2S)-2-acetyloxy-2-[(1R,3R,4R,5R,10S,12R,14S,15R,16S,18S,19R,20S,22R)-3,22-diacetyloxy-5-(furan-3-yl)-15,16-dihydroxy-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.115,18.01,10.04,9.010,14.016,20]docos-8-en-19-yl]acetate
SMILES (Canonical) CC(=O)OC1CC23C4(C(C5(CC4(C(C5OC(=O)C)(C6C2(C7=CC(=O)OC(C17C)C8=COC=C8)OC(O6)(O3)C)O)O)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@]4([C@@]([C@@H]5OC(=O)C)([C@H]6[C@]2(C7=CC(=O)O[C@@H]([C@@]17C)C8=COC=C8)O[C@](O6)(O3)C)O)O)C)[C@@H](C(=O)OC)OC(=O)C)C
InChI InChI=1S/C35H40O16/c1-15(36)45-20-12-33-30(6)23(22(25(40)43-8)46-16(2)37)28(4)14-32(30,41)34(42,26(28)47-17(3)38)27-35(33,51-31(7,49-27)50-33)19-11-21(39)48-24(29(19,20)5)18-9-10-44-13-18/h9-11,13,20,22-24,26-27,41-42H,12,14H2,1-8H3/t20-,22+,23-,24-,26-,27+,28+,29-,30+,31-,32+,33-,34-,35+/m1/s1
InChI Key NBEYFLRUFKQOSG-GQEZQQLRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H40O16
Molecular Weight 716.70 g/mol
Exact Mass 716.23163518 g/mol
Topological Polar Surface Area (TPSA) 213.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 1.30
H-Bond Acceptor 16
H-Bond Donor 2
Rotatable Bonds 6

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,3R,4R,5R,10S,12R,14S,15R,16S,18S,19R,20S,22R)-3,22-diacetyloxy-5-(furan-3-yl)-15,16-dihydroxy-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.115,18.01,10.04,9.010,14.016,20]docos-8-en-19-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 + 0.9828 98.28%
Caco-2 - 0.8290 82.90%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 0.7154 71.54%
OATP1B1 inhibitior + 0.7046 70.46%
OATP1B3 inhibitior + 0.8267 82.67%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9551 95.51%
P-glycoprotein inhibitior + 0.8049 80.49%
P-glycoprotein substrate + 0.6996 69.96%
CYP3A4 substrate + 0.7344 73.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8747 87.47%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.8034 80.34%
CYP2C19 inhibition - 0.8272 82.72%
CYP2D6 inhibition - 0.9145 91.45%
CYP1A2 inhibition - 0.8292 82.92%
CYP2C8 inhibition + 0.7464 74.64%
CYP inhibitory promiscuity - 0.8688 86.88%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4330 43.30%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.8867 88.67%
Skin irritation - 0.6552 65.52%
Skin corrosion - 0.9238 92.38%
Ames mutagenesis + 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6495 64.95%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.5302 53.02%
skin sensitisation - 0.8410 84.10%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6672 66.72%
Acute Oral Toxicity (c) I 0.5041 50.41%
Estrogen receptor binding + 0.7731 77.31%
Androgen receptor binding + 0.7762 77.62%
Thyroid receptor binding + 0.6453 64.53%
Glucocorticoid receptor binding + 0.7622 76.22%
Aromatase binding + 0.6995 69.95%
PPAR gamma + 0.7480 74.80%
Honey bee toxicity - 0.6557 65.57%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9889 98.89%

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 99.78% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 99.18% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.03% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.11% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.34% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.71% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.60% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.77% 94.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 86.53% 91.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.35% 97.09%
CHEMBL2581 P07339 Cathepsin D 85.64% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 85.56% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.41% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.38% 95.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.07% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.30% 91.24%

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 154497703
LOTUS LTS0266533
wikiData Q105176749