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[(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-4-(dimethylamino)-5-hydroxy-6-[[(4R,5S,6S,7R,9R,11E,13E,16R)-4-hydroxy-5-methoxy-9,16-dimethyl-2,10-dioxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-2-methyl-tetrahydropyran-3-yl]oxy-4-hydroxy-2,4-dimethyl-tetrahydropyran-3-yl] 2-methylpropanoate

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 308ff197-0c87-4031-8d79-f68d2d437cbe
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
IUPAC Name [(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-4-(dimethylamino)-5-hydroxy-6-[[(4R,5S,6S,7R,9R,11E,13E,16R)-4-hydroxy-5-methoxy-9,16-dimethyl-2,10-dioxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] 2-methylpropanoate
SMILES (Canonical) CC1CC=CC=CC(=O)C(CC(C(C(C(CC(=O)O1)O)OC)OC2C(C(C(C(O2)C)OC3CC(C(C(O3)C)OC(=O)C(C)C)(C)O)N(C)C)O)CC=O)C
SMILES (Isomeric) C[C@@H]1C/C=C/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O1)O)OC)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)OC(=O)C(C)C)(C)O)N(C)C)O)CC=O)C
InChI InChI=1S/C39H63NO14/c1-21(2)37(46)54-36-25(6)50-30(20-39(36,7)47)52-33-24(5)51-38(32(45)31(33)40(8)9)53-34-26(16-17-41)18-22(3)27(42)15-13-11-12-14-23(4)49-29(44)19-28(43)35(34)48-10/h11-13,15,17,21-26,28,30-36,38,43,45,47H,14,16,18-20H2,1-10H3/b12-11+,15-13+/t22-,23-,24-,25+,26+,28-,30+,31-,32-,33-,34+,35+,36+,38+,39-/m1/s1
InChI Key REPPNUPKOJKPSP-ZZNWINOMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H63NO14
Molecular Weight 769.90 g/mol
Exact Mass 769.42485568 g/mol
Topological Polar Surface Area (TPSA) 197.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.26
H-Bond Acceptor 15
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

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[(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-4-(dimethylamino)-5-hydroxy-6-[[(4R,5S,6S,7R,9R,11E,13E,16R)-4-hydroxy-5-methoxy-9,16-dimethyl-2,10-dioxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-2-methyl-tetrahydropyran-3-yl]oxy-4-hydroxy-2,4-dimethyl-tetrahydropyran-3-yl] 2-methylpropanoate
CHEBI:31908
Q27114715
[(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-4-(dimethylamino)-5-hydroxy-6-[[(4R,5S,6S,7R,9R,11E,13E,16R)-4-hydroxy-5-methoxy-9,16-dimethyl-2,10-dioxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] 2-methylpropanoate

2D Structure

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2D Structure of [(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-4-(dimethylamino)-5-hydroxy-6-[[(4R,5S,6S,7R,9R,11E,13E,16R)-4-hydroxy-5-methoxy-9,16-dimethyl-2,10-dioxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-2-methyl-tetrahydropyran-3-yl]oxy-4-hydroxy-2,4-dimethyl-tetrahydropyran-3-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4910 49.10%
Caco-2 - 0.8617 86.17%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.5154 51.54%
OATP2B1 inhibitior - 0.5913 59.13%
OATP1B1 inhibitior + 0.8650 86.50%
OATP1B3 inhibitior + 0.9405 94.05%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9056 90.56%
P-glycoprotein inhibitior + 0.7729 77.29%
P-glycoprotein substrate + 0.8069 80.69%
CYP3A4 substrate + 0.6650 66.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8858 88.58%
CYP3A4 inhibition - 0.8590 85.90%
CYP2C9 inhibition - 0.9204 92.04%
CYP2C19 inhibition - 0.8956 89.56%
CYP2D6 inhibition - 0.9053 90.53%
CYP1A2 inhibition - 0.8907 89.07%
CYP2C8 inhibition + 0.6542 65.42%
CYP inhibitory promiscuity - 0.9484 94.84%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4741 47.41%
Eye corrosion - 0.9856 98.56%
Eye irritation - 0.9155 91.55%
Skin irritation - 0.7914 79.14%
Skin corrosion - 0.9206 92.06%
Ames mutagenesis - 0.6764 67.64%
Human Ether-a-go-go-Related Gene inhibition + 0.6482 64.82%
Micronuclear + 0.5800 58.00%
Hepatotoxicity + 0.6844 68.44%
skin sensitisation - 0.8624 86.24%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6953 69.53%
Acute Oral Toxicity (c) IV 0.5674 56.74%
Estrogen receptor binding + 0.6526 65.26%
Androgen receptor binding + 0.6756 67.56%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6877 68.77%
Aromatase binding - 0.5306 53.06%
PPAR gamma + 0.7760 77.60%
Honey bee toxicity - 0.5723 57.23%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity - 0.3763 37.63%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.04% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.84% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.88% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.69% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 92.74% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.31% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.93% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.59% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.53% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.53% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.02% 85.14%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 86.79% 91.83%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.50% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.21% 91.07%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.97% 85.31%
CHEMBL1951 P21397 Monoamine oxidase A 85.47% 91.49%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.46% 97.36%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.37% 97.25%
CHEMBL4015 P41597 C-C chemokine receptor type 2 85.13% 98.57%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.69% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.54% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.18% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.11% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.26% 91.24%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.76% 96.77%
CHEMBL4105838 Q96GG9 DCN1-like protein 1 82.67% 95.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.33% 98.75%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.27% 94.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.32% 93.56%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.05% 95.71%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.04% 97.28%

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.
There are no matching plants.

Cross-Links

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PubChem 11953997
LOTUS LTS0162422
wikiData Q27114715