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[(1S,3R,4S,5R,6R,8R,10S,16S,23R,24S,25R,26R)-5,16-diacetyloxy-4,26-dihydroxy-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

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 04c3a007-258d-4fc3-b696-f4daf4ddd0f0
Taxonomy Lipids and lipid-like molecules > Saccharolipids
IUPAC Name [(1S,3R,4S,5R,6R,8R,10S,16S,23R,24S,25R,26R)-5,16-diacetyloxy-4,26-dihydroxy-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)O)O)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)O)O)OC(=O)/C(=C/C)/C)OC(=O)/C=C/C4=CC=CC=C4)OC(=O)C
InChI InChI=1S/C44H60O17/c1-7-15-30-18-13-10-14-19-32(55-27(5)45)31(47)21-23-34(48)53-24-33-39(59-35(49)22-20-29-16-11-9-12-17-29)40(60-42(52)25(3)8-2)37(51)43(58-33)61-41-36(50)38(56-28(6)46)26(4)54-44(41)57-30/h8-9,11-12,16-17,20,22,26,30,32-33,36-41,43-44,50-51H,7,10,13-15,18-19,21,23-24H2,1-6H3/b22-20+,25-8+/t26-,30+,32+,33-,36+,37-,38+,39+,40-,41-,43+,44+/m1/s1
InChI Key RGCFRCYTLQGODZ-XUHQLCMASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H60O17
Molecular Weight 860.90 g/mol
Exact Mass 860.38305044 g/mol
Topological Polar Surface Area (TPSA) 226.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 3.97
H-Bond Acceptor 17
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,4S,5R,6R,8R,10S,16S,23R,24S,25R,26R)-5,16-diacetyloxy-4,26-dihydroxy-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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8980 89.80%
Caco-2 - 0.8611 86.11%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8233 82.33%
OATP2B1 inhibitior - 0.5744 57.44%
OATP1B1 inhibitior + 0.8119 81.19%
OATP1B3 inhibitior + 0.8651 86.51%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9592 95.92%
P-glycoprotein inhibitior + 0.7768 77.68%
P-glycoprotein substrate + 0.7243 72.43%
CYP3A4 substrate + 0.6956 69.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8894 88.94%
CYP3A4 inhibition - 0.5433 54.33%
CYP2C9 inhibition - 0.8544 85.44%
CYP2C19 inhibition - 0.6455 64.55%
CYP2D6 inhibition - 0.9058 90.58%
CYP1A2 inhibition - 0.7067 70.67%
CYP2C8 inhibition + 0.7684 76.84%
CYP inhibitory promiscuity - 0.7884 78.84%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6085 60.85%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9148 91.48%
Skin irritation - 0.7578 75.78%
Skin corrosion - 0.9733 97.33%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7047 70.47%
Micronuclear - 0.8300 83.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8702 87.02%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.8719 87.19%
Acute Oral Toxicity (c) III 0.6637 66.37%
Estrogen receptor binding + 0.8363 83.63%
Androgen receptor binding + 0.6010 60.10%
Thyroid receptor binding + 0.5368 53.68%
Glucocorticoid receptor binding + 0.7701 77.01%
Aromatase binding + 0.5626 56.26%
PPAR gamma + 0.7596 75.96%
Honey bee toxicity - 0.7331 73.31%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9875 98.75%

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
CHEMBL2581 P07339 Cathepsin D 98.81% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.03% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.21% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.91% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.65% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.15% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.72% 96.00%
CHEMBL221 P23219 Cyclooxygenase-1 91.51% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.90% 99.23%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.92% 91.71%
CHEMBL3401 O75469 Pregnane X receptor 87.49% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.79% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.55% 93.56%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.11% 83.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.51% 93.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.46% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.14% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.57% 95.89%

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.
Ipomoea squamosa

Cross-Links

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PubChem 162887517
LOTUS LTS0028752
wikiData Q105235765