[(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[[(10R)-10-acetyloxy-8-[(2S)-2-methylbutanoyl]-3-oxo-1,4,8-triazacyclotridec-1-yl]oxy]-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl butanoate

Details

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Internal ID 13a5924f-aa3b-47e7-9cff-a7741a131616
Taxonomy Lipids and lipid-like molecules > Saccharolipids
IUPAC Name [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[[(10R)-10-acetyloxy-8-[(2S)-2-methylbutanoyl]-3-oxo-1,4,8-triazacyclotridec-1-yl]oxy]-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl butanoate
SMILES (Canonical) CCCC(=O)OCC1C(C(C(C(O1)OC2C(C(C(OC2ON3CCCC(CN(CCCNC(=O)C3)C(=O)C(C)CC)OC(=O)C)C)O)O)O)O)O
SMILES (Isomeric) CCCC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@@H]([C@H]([C@@H](O[C@H]2ON3CCC[C@H](CN(CCCNC(=O)C3)C(=O)[C@@H](C)CC)OC(=O)C)C)O)O)O)O)O
InChI InChI=1S/C33H57N3O15/c1-6-10-24(39)46-17-22-26(41)27(42)29(44)32(49-22)50-30-28(43)25(40)19(4)47-33(30)51-36-14-8-11-21(48-20(5)37)15-35(31(45)18(3)7-2)13-9-12-34-23(38)16-36/h18-19,21-22,25-30,32-33,40-44H,6-17H2,1-5H3,(H,34,38)/t18-,19-,21+,22+,25-,26+,27-,28+,29+,30+,32-,33-/m0/s1
InChI Key KWJSITCQAQAFKI-CFHVKRAUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H57N3O15
Molecular Weight 735.80 g/mol
Exact Mass 735.37896812 g/mol
Topological Polar Surface Area (TPSA) 243.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -1.67
H-Bond Acceptor 16
H-Bond Donor 6
Rotatable Bonds 11

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-[[(10R)-10-acetyloxy-8-[(2S)-2-methylbutanoyl]-3-oxo-1,4,8-triazacyclotridec-1-yl]oxy]-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl butanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5903 59.03%
Caco-2 - 0.8628 86.28%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Lysosomes 0.4446 44.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8375 83.75%
OATP1B3 inhibitior + 0.9208 92.08%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8280 82.80%
P-glycoprotein inhibitior + 0.7122 71.22%
P-glycoprotein substrate + 0.7082 70.82%
CYP3A4 substrate + 0.7014 70.14%
CYP2C9 substrate - 0.8116 81.16%
CYP2D6 substrate - 0.8786 87.86%
CYP3A4 inhibition + 0.5364 53.64%
CYP2C9 inhibition - 0.8156 81.56%
CYP2C19 inhibition - 0.8491 84.91%
CYP2D6 inhibition - 0.7729 77.29%
CYP1A2 inhibition - 0.8935 89.35%
CYP2C8 inhibition + 0.5577 55.77%
CYP inhibitory promiscuity - 0.9656 96.56%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8100 81.00%
Carcinogenicity (trinary) Non-required 0.5271 52.71%
Eye corrosion - 0.9834 98.34%
Eye irritation - 0.9165 91.65%
Skin irritation - 0.7702 77.02%
Skin corrosion - 0.9314 93.14%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4268 42.68%
Micronuclear + 0.7200 72.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8618 86.18%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.9292 92.92%
Acute Oral Toxicity (c) III 0.6133 61.33%
Estrogen receptor binding + 0.8545 85.45%
Androgen receptor binding - 0.4872 48.72%
Thyroid receptor binding - 0.5697 56.97%
Glucocorticoid receptor binding + 0.6455 64.55%
Aromatase binding + 0.6061 60.61%
PPAR gamma + 0.6937 69.37%
Honey bee toxicity - 0.7404 74.04%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity - 0.5050 50.50%

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 99.41% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.64% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.46% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.20% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.86% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.32% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.23% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.24% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.71% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 92.43% 92.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.21% 85.14%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 91.08% 98.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 90.30% 90.08%
CHEMBL3691 Q13822 Autotaxin 89.66% 96.39%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 89.34% 100.00%
CHEMBL333 P08253 Matrix metalloproteinase-2 89.12% 96.31%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.85% 94.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.62% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.50% 99.23%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.53% 96.47%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 87.52% 82.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.50% 96.77%
CHEMBL202 P00374 Dihydrofolate reductase 84.90% 89.92%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.72% 93.56%
CHEMBL255 P29275 Adenosine A2b receptor 83.89% 98.59%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.74% 96.21%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.54% 100.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.18% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 82.79% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.43% 100.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.31% 82.38%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 82.29% 96.25%
CHEMBL4588 P22894 Matrix metalloproteinase 8 81.45% 94.66%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.37% 97.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.14% 90.71%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.26% 95.58%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.05% 96.38%

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 101481722
LOTUS LTS0168313
wikiData Q105146983