[(2S,3S,4S,5R,6S)-5-hydroxy-2-methyl-6-[(2S,3S,4R,5R,6S)-2-methyl-5-[(2S)-2-methylbutanoyl]oxy-6-[[(1S,3R,4S,5R,6R,8R,10S,22R,23R,24R,25S)-4,5,23-trihydroxy-6,25-dimethyl-10-pentyl-2,7,9,21-tetraoxatricyclo[20.4.0.03,8]hexacosan-24-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-4-[(E)-3-phenylprop-2-enoyl]oxyoxan-3-yl] (2S)-2-methylbutanoate

Details

Top
Internal ID 9ce30fa8-773f-402c-b2f9-876b8247c65a
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name [(2S,3S,4S,5R,6S)-5-hydroxy-2-methyl-6-[(2S,3S,4R,5R,6S)-2-methyl-5-[(2S)-2-methylbutanoyl]oxy-6-[[(1S,3R,4S,5R,6R,8R,10S,22R,23R,24R,25S)-4,5,23-trihydroxy-6,25-dimethyl-10-pentyl-2,7,9,21-tetraoxatricyclo[20.4.0.03,8]hexacosan-24-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-4-[(E)-3-phenylprop-2-enoyl]oxyoxan-3-yl] (2S)-2-methylbutanoate
SMILES (Canonical) CCCCCC1CCCCCCCCCCOC2C(CC(C(C2O)OC3C(C(C(C(O3)C)OC4C(C(C(C(O4)C)OC(=O)C(C)CC)OC(=O)C=CC5=CC=CC=C5)O)OC6C(C(C(C(O6)CO)O)O)O)OC(=O)C(C)CC)C)OC7C(C(C(OC7O1)C)O)O
SMILES (Isomeric) CCCCC[C@H]1CCCCCCCCCCO[C@H]2[C@H](C[C@@H]([C@H]([C@H]2O)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)OC(=O)[C@@H](C)CC)OC(=O)/C=C/C5=CC=CC=C5)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)OC(=O)[C@@H](C)CC)C)O[C@@H]7[C@H]([C@H]([C@H](O[C@H]7O1)C)O)O
InChI InChI=1S/C66H106O24/c1-10-13-21-28-42-29-24-18-16-14-15-17-19-25-32-78-56-43(83-58-49(72)46(69)38(7)79-65(58)82-42)33-37(6)53(51(56)74)88-66-60(87-62(77)36(5)12-3)59(90-63-50(73)48(71)47(70)44(34-67)84-63)55(40(9)81-66)89-64-52(75)57(54(39(8)80-64)86-61(76)35(4)11-2)85-45(68)31-30-41-26-22-20-23-27-41/h20,22-23,26-27,30-31,35-40,42-44,46-60,63-67,69-75H,10-19,21,24-25,28-29,32-34H2,1-9H3/b31-30+/t35-,36-,37-,38+,39-,40-,42-,43-,44+,46-,47+,48-,49-,50+,51+,52+,53+,54-,55-,56-,57-,58+,59+,60+,63-,64-,65-,66-/m0/s1
InChI Key IDQPNOWNZGAADU-OJEZJZFMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C66H106O24
Molecular Weight 1283.50 g/mol
Exact Mass 1282.70740424 g/mol
Topological Polar Surface Area (TPSA) 333.00 Ų
XlogP 7.80
Atomic LogP (AlogP) 4.83
H-Bond Acceptor 24
H-Bond Donor 8
Rotatable Bonds 20

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2S,3S,4S,5R,6S)-5-hydroxy-2-methyl-6-[(2S,3S,4R,5R,6S)-2-methyl-5-[(2S)-2-methylbutanoyl]oxy-6-[[(1S,3R,4S,5R,6R,8R,10S,22R,23R,24R,25S)-4,5,23-trihydroxy-6,25-dimethyl-10-pentyl-2,7,9,21-tetraoxatricyclo[20.4.0.03,8]hexacosan-24-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-4-[(E)-3-phenylprop-2-enoyl]oxyoxan-3-yl] (2S)-2-methylbutanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5766 57.66%
Caco-2 - 0.8625 86.25%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.7735 77.35%
OATP2B1 inhibitior - 0.8674 86.74%
OATP1B1 inhibitior + 0.8025 80.25%
OATP1B3 inhibitior + 0.8107 81.07%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9888 98.88%
P-glycoprotein inhibitior + 0.7401 74.01%
P-glycoprotein substrate + 0.7422 74.22%
CYP3A4 substrate + 0.7300 73.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8854 88.54%
CYP3A4 inhibition - 0.5518 55.18%
CYP2C9 inhibition - 0.9055 90.55%
CYP2C19 inhibition - 0.7932 79.32%
CYP2D6 inhibition - 0.9312 93.12%
CYP1A2 inhibition - 0.8523 85.23%
CYP2C8 inhibition + 0.8290 82.90%
CYP inhibitory promiscuity - 0.9439 94.39%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7173 71.73%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.8990 89.90%
Skin irritation - 0.7707 77.07%
Skin corrosion - 0.9627 96.27%
Ames mutagenesis - 0.6478 64.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7464 74.64%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.6822 68.22%
skin sensitisation - 0.9313 93.13%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity - 0.5111 51.11%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.9616 96.16%
Acute Oral Toxicity (c) III 0.5838 58.38%
Estrogen receptor binding + 0.8186 81.86%
Androgen receptor binding + 0.6924 69.24%
Thyroid receptor binding + 0.6282 62.82%
Glucocorticoid receptor binding + 0.7551 75.51%
Aromatase binding + 0.5448 54.48%
PPAR gamma + 0.8027 80.27%
Honey bee toxicity - 0.6955 69.55%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5599 55.99%
Fish aquatic toxicity + 0.9829 98.29%

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 98.51% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 98.06% 96.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.78% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.78% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 97.20% 93.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.17% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.56% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.84% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.77% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.35% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.66% 99.17%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.59% 94.08%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 89.01% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.40% 92.62%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.26% 83.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 88.10% 90.24%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 87.87% 85.94%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.59% 91.71%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.59% 96.47%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 86.28% 89.67%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.84% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 85.69% 94.73%
CHEMBL5028 O14672 ADAM10 85.21% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 82.85% 92.50%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.66% 94.23%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 82.20% 96.37%
CHEMBL5805 Q9NR97 Toll-like receptor 8 80.97% 96.25%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 80.39% 89.44%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.29% 94.62%
CHEMBL1951 P21397 Monoamine oxidase A 80.10% 91.49%

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 intrapilosa

Cross-Links

Top
PubChem 102471279
LOTUS LTS0000235
wikiData Q105111461