[(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[4-[(2S,11R)-11-acetyloxy-9-[(2S)-2-methylbutanoyl]-4-oxo-1,5,9-triazacyclotridec-2-yl]phenoxy]-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (Z)-3-phenylprop-2-enoate

Details

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Internal ID 1e43b20f-17f8-41d5-9428-c19e55ef7330
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[4-[(2S,11R)-11-acetyloxy-9-[(2S)-2-methylbutanoyl]-4-oxo-1,5,9-triazacyclotridec-2-yl]phenoxy]-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (Z)-3-phenylprop-2-enoate
SMILES (Canonical) CCC(C)C(=O)N1CCCNC(=O)CC(NCCC(C1)OC(=O)C)C2=CC=C(C=C2)OC3C(C(C(C(O3)C)O)O)OC4C(C(C(C(O4)COC(=O)C=CC5=CC=CC=C5)O)O)O
SMILES (Isomeric) CC[C@H](C)C(=O)N1CCCNC(=O)C[C@H](NCC[C@H](C1)OC(=O)C)C2=CC=C(C=C2)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)/C=C\C5=CC=CC=C5)O)O)O
InChI InChI=1S/C44H61N3O15/c1-5-25(2)42(56)47-21-9-19-46-34(49)22-32(45-20-18-31(23-47)59-27(4)48)29-13-15-30(16-14-29)60-44-41(39(54)36(51)26(3)58-44)62-43-40(55)38(53)37(52)33(61-43)24-57-35(50)17-12-28-10-7-6-8-11-28/h6-8,10-17,25-26,31-33,36-41,43-45,51-55H,5,9,18-24H2,1-4H3,(H,46,49)/b17-12-/t25-,26-,31+,32-,33+,36-,37+,38-,39+,40+,41+,43-,44-/m0/s1
InChI Key OTMSRGASJVACLV-YVSZPESXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H61N3O15
Molecular Weight 872.00 g/mol
Exact Mass 871.41026825 g/mol
Topological Polar Surface Area (TPSA) 252.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.72
H-Bond Acceptor 16
H-Bond Donor 7
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[4-[(2S,11R)-11-acetyloxy-9-[(2S)-2-methylbutanoyl]-4-oxo-1,5,9-triazacyclotridec-2-yl]phenoxy]-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (Z)-3-phenylprop-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 + 0.5587 55.87%
Caco-2 - 0.8681 86.81%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6329 63.29%
OATP2B1 inhibitior - 0.8605 86.05%
OATP1B1 inhibitior + 0.8330 83.30%
OATP1B3 inhibitior + 0.9116 91.16%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9037 90.37%
BSEP inhibitior + 0.9760 97.60%
P-glycoprotein inhibitior + 0.7420 74.20%
P-glycoprotein substrate + 0.7455 74.55%
CYP3A4 substrate + 0.7243 72.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition + 0.6277 62.77%
CYP2C9 inhibition - 0.8484 84.84%
CYP2C19 inhibition - 0.8942 89.42%
CYP2D6 inhibition - 0.8505 85.05%
CYP1A2 inhibition - 0.9129 91.29%
CYP2C8 inhibition + 0.7409 74.09%
CYP inhibitory promiscuity - 0.8848 88.48%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.5986 59.86%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9098 90.98%
Skin irritation - 0.7845 78.45%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.6454 64.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6981 69.81%
Micronuclear + 0.8100 81.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8937 89.37%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.9666 96.66%
Acute Oral Toxicity (c) III 0.6367 63.67%
Estrogen receptor binding + 0.8300 83.00%
Androgen receptor binding + 0.6793 67.93%
Thyroid receptor binding + 0.5400 54.00%
Glucocorticoid receptor binding + 0.7050 70.50%
Aromatase binding - 0.5056 50.56%
PPAR gamma + 0.7765 77.65%
Honey bee toxicity - 0.6979 69.79%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.8999 89.99%

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 99.61% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.91% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.88% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 98.54% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.13% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 96.73% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.52% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.57% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 93.47% 95.93%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.40% 96.00%
CHEMBL333 P08253 Matrix metalloproteinase-2 92.90% 96.31%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 92.34% 83.57%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.81% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.66% 95.56%
CHEMBL5028 O14672 ADAM10 89.69% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.36% 99.23%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 88.61% 95.58%
CHEMBL221 P23219 Cyclooxygenase-1 88.54% 90.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.73% 93.00%
CHEMBL4208 P20618 Proteasome component C5 86.72% 90.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.35% 95.83%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.30% 94.80%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.96% 96.47%
CHEMBL3524 P56524 Histone deacetylase 4 81.18% 92.97%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.87% 100.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.79% 83.00%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.74% 98.33%

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.
Meehania urticifolia

Cross-Links

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PubChem 44605525
LOTUS LTS0048851
wikiData Q105199697