[(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 benzoate

Details

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Internal ID 10d340ba-b174-4844-97b3-95e614051101
Taxonomy Phenylpropanoids and polyketides > Macrolactams
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 benzoate
SMILES (Canonical) CCC(C)C(=O)N1CCCNC(=O)CN(CCCC(C1)OC(=O)C)OC2C(C(C(C(O2)C)O)O)OC3C(C(C(C(O3)COC(=O)C4=CC=CC=C4)O)O)O
SMILES (Isomeric) CC[C@H](C)C(=O)N1CCCNC(=O)CN(CCC[C@H](C1)OC(=O)C)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C4=CC=CC=C4)O)O)O
InChI InChI=1S/C36H55N3O15/c1-5-20(2)33(47)38-15-10-14-37-26(41)18-39(16-9-13-24(17-38)51-22(4)40)54-36-32(30(45)27(42)21(3)50-36)53-35-31(46)29(44)28(43)25(52-35)19-49-34(48)23-11-7-6-8-12-23/h6-8,11-12,20-21,24-25,27-32,35-36,42-46H,5,9-10,13-19H2,1-4H3,(H,37,41)/t20-,21-,24+,25+,27-,28+,29-,30+,31+,32+,35-,36-/m0/s1
InChI Key PIGDMPQTZGINQA-HXBQRSEGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H55N3O15
Molecular Weight 769.80 g/mol
Exact Mass 769.36331806 g/mol
Topological Polar Surface Area (TPSA) 243.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -1.16
H-Bond Acceptor 16
H-Bond Donor 6
Rotatable Bonds 10

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 benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5129 51.29%
Caco-2 - 0.8688 86.88%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Lysosomes 0.4205 42.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8342 83.42%
OATP1B3 inhibitior + 0.9204 92.04%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8302 83.02%
P-glycoprotein inhibitior + 0.7240 72.40%
P-glycoprotein substrate + 0.6996 69.96%
CYP3A4 substrate + 0.6967 69.67%
CYP2C9 substrate - 0.7988 79.88%
CYP2D6 substrate - 0.8711 87.11%
CYP3A4 inhibition + 0.6516 65.16%
CYP2C9 inhibition - 0.8034 80.34%
CYP2C19 inhibition - 0.8389 83.89%
CYP2D6 inhibition - 0.7418 74.18%
CYP1A2 inhibition - 0.8885 88.85%
CYP2C8 inhibition + 0.6699 66.99%
CYP inhibitory promiscuity - 0.9584 95.84%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8000 80.00%
Carcinogenicity (trinary) Non-required 0.5435 54.35%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.9159 91.59%
Skin irritation - 0.7735 77.35%
Skin corrosion - 0.9339 93.39%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6699 66.99%
Micronuclear + 0.7600 76.00%
Hepatotoxicity - 0.5323 53.23%
skin sensitisation - 0.8628 86.28%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.9522 95.22%
Acute Oral Toxicity (c) III 0.6175 61.75%
Estrogen receptor binding + 0.8645 86.45%
Androgen receptor binding + 0.5974 59.74%
Thyroid receptor binding - 0.5138 51.38%
Glucocorticoid receptor binding + 0.6955 69.55%
Aromatase binding + 0.5626 56.26%
PPAR gamma + 0.7506 75.06%
Honey bee toxicity - 0.7585 75.85%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.6727 67.27%

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 99.66% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.77% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.99% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.99% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.06% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.24% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.75% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.06% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.79% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 89.54% 91.49%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.05% 96.61%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.94% 93.04%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.69% 83.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.13% 96.47%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 88.02% 83.57%
CHEMBL5028 O14672 ADAM10 85.94% 97.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.23% 85.14%
CHEMBL226 P30542 Adenosine A1 receptor 84.21% 95.93%
CHEMBL5255 O00206 Toll-like receptor 4 82.46% 92.50%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 82.46% 98.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.43% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.32% 93.56%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.82% 82.38%
CHEMBL4208 P20618 Proteasome component C5 80.24% 90.00%

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 101481712
LOTUS LTS0203815
wikiData Q105209492