5,3',2'-O-Triacetylipomoeassin C

Details

Top
Internal ID 4c5227e9-d003-496a-a29e-29b0336e2934
Taxonomy Lipids and lipid-like molecules > Saccharolipids
IUPAC Name [(1S,3R,4S,5S,6R,8R,10S,16S,23R,24R,25S,26R)-4,5,16,26-tetraacetyloxy-6-methyl-17,20-dioxo-24-[(E)-3-phenylprop-2-enoyl]oxy-10-propyl-2,7,9,21,27-pentaoxatricyclo[21.3.1.03,8]heptacosan-25-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CCCC1CCCCCC(C(=O)CCC(=O)OCC2C(C(C(C(O2)OC3C(C(C(OC3O1)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C(=CC)C)OC(=O)C=CC4=CC=CC=C4)OC(=O)C
SMILES (Isomeric) CCC[C@H]1CCCCC[C@@H](C(=O)CCC(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@@H]3[C@H]([C@H]([C@H](O[C@H]3O1)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)/C(=C/C)/C)OC(=O)/C=C/C4=CC=CC=C4)OC(=O)C
InChI InChI=1S/C48H64O19/c1-9-17-34-20-15-12-16-21-36(59-29(5)49)35(53)23-25-38(54)57-26-37-41(65-39(55)24-22-33-18-13-11-14-19-33)43(66-46(56)27(3)10-2)44(62-32(8)52)48(64-37)67-45-42(61-31(7)51)40(60-30(6)50)28(4)58-47(45)63-34/h10-11,13-14,18-19,22,24,28,34,36-37,40-45,47-48H,9,12,15-17,20-21,23,25-26H2,1-8H3/b24-22+,27-10+/t28-,34+,36+,37-,40+,41-,42+,43+,44-,45-,47+,48+/m1/s1
InChI Key WMUCRRJYHCIZMY-OEORNNSYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C48H64O19
Molecular Weight 945.00 g/mol
Exact Mass 944.40417981 g/mol
Topological Polar Surface Area (TPSA) 238.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.11
H-Bond Acceptor 19
H-Bond Donor 0
Rotatable Bonds 11

Synonyms

Top
5,3',2'-O-Triacetylipomoeassin C

2D Structure

Top
2D Structure of 5,3',2'-O-Triacetylipomoeassin C

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9620 96.20%
Caco-2 - 0.8451 84.51%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8237 82.37%
OATP2B1 inhibitior - 0.5671 56.71%
OATP1B1 inhibitior + 0.8142 81.42%
OATP1B3 inhibitior + 0.9004 90.04%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9903 99.03%
P-glycoprotein inhibitior + 0.8100 81.00%
P-glycoprotein substrate + 0.7238 72.38%
CYP3A4 substrate + 0.6962 69.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8894 88.94%
CYP3A4 inhibition - 0.5210 52.10%
CYP2C9 inhibition - 0.8238 82.38%
CYP2C19 inhibition + 0.5308 53.08%
CYP2D6 inhibition - 0.9067 90.67%
CYP1A2 inhibition - 0.6117 61.17%
CYP2C8 inhibition + 0.7763 77.63%
CYP inhibitory promiscuity - 0.5782 57.82%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6244 62.44%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9085 90.85%
Skin irritation - 0.7776 77.76%
Skin corrosion - 0.9767 97.67%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8070 80.70%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8660 86.60%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.7754 77.54%
Acute Oral Toxicity (c) III 0.6315 63.15%
Estrogen receptor binding + 0.8365 83.65%
Androgen receptor binding + 0.6280 62.80%
Thyroid receptor binding + 0.5735 57.35%
Glucocorticoid receptor binding + 0.7933 79.33%
Aromatase binding + 0.6184 61.84%
PPAR gamma + 0.7692 76.92%
Honey bee toxicity - 0.7047 70.47%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9915 99.15%

Targets

Top

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
CHEMBL2581 P07339 Cathepsin D 98.05% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.00% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.49% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.40% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.50% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.44% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.41% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.72% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 89.02% 94.73%
CHEMBL221 P23219 Cyclooxygenase-1 88.09% 90.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.86% 92.62%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.76% 83.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.84% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.69% 97.09%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 84.84% 96.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.59% 93.00%

Plants that contains it

Top
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.
Ipomoea squamosa

Cross-Links

Top
PubChem 11388986
LOTUS LTS0136321
wikiData Q105308842