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methyl (2S)-2-hydroxy-2-[(1R,3R,4R,5R,10S,12R,14R,15R,16S,18S,19R,20S,22R)-3,15,22-triacetyloxy-5-(furan-3-yl)-16-hydroxy-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 df3bed02-65f3-449e-b7f3-ab1bb1fce2e6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (2S)-2-hydroxy-2-[(1R,3R,4R,5R,10S,12R,14R,15R,16S,18S,19R,20S,22R)-3,15,22-triacetyloxy-5-(furan-3-yl)-16-hydroxy-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)OC(=O)C)O)C)C(C(=O)OC)O)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)OC(=O)C)O)C)[C@@H](C(=O)OC)O)C
InChI InChI=1S/C35H40O16/c1-15(36)45-20-12-33-30(6)23(22(40)25(41)43-8)28(4)14-32(30,42)35(48-17(3)38,26(28)46-16(2)37)27-34(33,51-31(7,49-27)50-33)19-11-21(39)47-24(29(19,20)5)18-9-10-44-13-18/h9-11,13,20,22-24,26-27,40,42H,12,14H2,1-8H3/t20-,22+,23-,24-,26-,27-,28+,29-,30+,31-,32+,33-,34+,35-/m1/s1
InChI Key OYXNCSDIMIKPHP-AVUWMNKNSA-N
Popularity 0 references 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-hydroxy-2-[(1R,3R,4R,5R,10S,12R,14R,15R,16S,18S,19R,20S,22R)-3,15,22-triacetyloxy-5-(furan-3-yl)-16-hydroxy-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 + 0.9880 98.80%
Caco-2 - 0.8315 83.15%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7095 70.95%
OATP2B1 inhibitior - 0.8561 85.61%
OATP1B1 inhibitior + 0.7247 72.47%
OATP1B3 inhibitior + 0.8518 85.18%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9663 96.63%
P-glycoprotein inhibitior + 0.8140 81.40%
P-glycoprotein substrate + 0.7028 70.28%
CYP3A4 substrate + 0.7313 73.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8710 87.10%
CYP3A4 inhibition + 0.6607 66.07%
CYP2C9 inhibition - 0.8261 82.61%
CYP2C19 inhibition - 0.8572 85.72%
CYP2D6 inhibition - 0.9078 90.78%
CYP1A2 inhibition - 0.8135 81.35%
CYP2C8 inhibition + 0.7572 75.72%
CYP inhibitory promiscuity - 0.7494 74.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.5113 51.13%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.8877 88.77%
Skin irritation - 0.6391 63.91%
Skin corrosion - 0.9256 92.56%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6798 67.98%
Micronuclear + 0.5200 52.00%
Hepatotoxicity + 0.5052 50.52%
skin sensitisation - 0.8387 83.87%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8552 85.52%
Acute Oral Toxicity (c) I 0.6239 62.39%
Estrogen receptor binding + 0.7917 79.17%
Androgen receptor binding + 0.7807 78.07%
Thyroid receptor binding + 0.6454 64.54%
Glucocorticoid receptor binding + 0.7630 76.30%
Aromatase binding + 0.7043 70.43%
PPAR gamma + 0.7630 76.30%
Honey bee toxicity - 0.6937 69.37%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9860 98.60%

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 99.91% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 99.14% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.00% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.67% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.51% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.31% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.46% 99.23%
CHEMBL2581 P07339 Cathepsin D 89.44% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.39% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.73% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.76% 91.19%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.46% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.83% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.46% 97.25%
CHEMBL2535 P11166 Glucose transporter 81.14% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.72% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 80.54% 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.
Xylocarpus granatum

Cross-Links

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PubChem 154497705
LOTUS LTS0004011
wikiData Q105203599