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(1R,3S,9R,10S,13R,15E,17E,19E,21E,23R,26R,27S)-23-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,9,27-tetrahydroxy-10,13-dimethyl-7,11-dioxo-12,29-dioxabicyclo[23.3.1]nonacosa-15,17,19,21-tetraene-26-carboxylic acid

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 4b49f7e8-c073-408e-80e8-0036beb1df76
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
IUPAC Name (1R,3S,9R,10S,13R,15E,17E,19E,21E,23R,26R,27S)-23-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,9,27-tetrahydroxy-10,13-dimethyl-7,11-dioxo-12,29-dioxabicyclo[23.3.1]nonacosa-15,17,19,21-tetraene-26-carboxylic acid
SMILES (Canonical) CC1CC=CC=CC=CC=CC(CC2C(C(CC(O2)(CC(CCCC(=O)CC(C(C(=O)O1)C)O)O)O)O)C(=O)O)OC3C(C(C(C(O3)C)O)N)O
SMILES (Isomeric) C[C@@H]1C/C=C/C=C/C=C/C=C/[C@@H](CC2[C@@H]([C@H](C[C@](O2)(C[C@H](CCCC(=O)C[C@H]([C@@H](C(=O)O1)C)O)O)O)O)C(=O)O)O[C@H]3[C@H]([C@H]([C@@H]([C@H](O3)C)O)N)O
InChI InChI=1S/C36H55NO14/c1-20-12-9-7-5-4-6-8-10-15-25(50-35-32(43)30(37)31(42)22(3)49-35)17-28-29(33(44)45)27(41)19-36(47,51-28)18-24(39)14-11-13-23(38)16-26(40)21(2)34(46)48-20/h4-10,15,20-22,24-32,35,39-43,47H,11-14,16-19,37H2,1-3H3,(H,44,45)/b5-4+,8-6+,9-7+,15-10+/t20-,21+,22-,24+,25+,26-,27+,28?,29-,30+,31-,32+,35+,36-/m1/s1
InChI Key VUMUKZLFZUJZPM-JWZGVFNSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H55NO14
Molecular Weight 725.80 g/mol
Exact Mass 725.36225543 g/mol
Topological Polar Surface Area (TPSA) 256.00 Ų
XlogP -1.50
Atomic LogP (AlogP) 0.53
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3S,9R,10S,13R,15E,17E,19E,21E,23R,26R,27S)-23-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,9,27-tetrahydroxy-10,13-dimethyl-7,11-dioxo-12,29-dioxabicyclo[23.3.1]nonacosa-15,17,19,21-tetraene-26-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9023 90.23%
Caco-2 - 0.8793 87.93%
Blood Brain Barrier - 1.0000 100.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.3705 37.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7933 79.33%
OATP1B3 inhibitior + 0.9385 93.85%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8027 80.27%
P-glycoprotein inhibitior + 0.6455 64.55%
P-glycoprotein substrate + 0.7048 70.48%
CYP3A4 substrate + 0.7162 71.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8646 86.46%
CYP3A4 inhibition - 0.8839 88.39%
CYP2C9 inhibition - 0.9424 94.24%
CYP2C19 inhibition - 0.9143 91.43%
CYP2D6 inhibition - 0.9365 93.65%
CYP1A2 inhibition - 0.9057 90.57%
CYP2C8 inhibition + 0.8067 80.67%
CYP inhibitory promiscuity - 0.9818 98.18%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5565 55.65%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9294 92.94%
Skin irritation - 0.7326 73.26%
Skin corrosion - 0.9178 91.78%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8059 80.59%
Micronuclear + 0.5400 54.00%
Hepatotoxicity + 0.5233 52.33%
skin sensitisation - 0.8660 86.60%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.5792 57.92%
Acute Oral Toxicity (c) III 0.7098 70.98%
Estrogen receptor binding + 0.8021 80.21%
Androgen receptor binding - 0.5074 50.74%
Thyroid receptor binding + 0.5261 52.61%
Glucocorticoid receptor binding + 0.7218 72.18%
Aromatase binding - 0.5106 51.06%
PPAR gamma + 0.6886 68.86%
Honey bee toxicity - 0.6661 66.61%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.8552 85.52%

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 98.80% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.63% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.34% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.07% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 96.84% 91.49%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.39% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.06% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.70% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.39% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.42% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.21% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.51% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.57% 93.56%
CHEMBL2581 P07339 Cathepsin D 85.07% 98.95%
CHEMBL4208 P20618 Proteasome component C5 82.71% 90.00%
CHEMBL217 P14416 Dopamine D2 receptor 81.38% 95.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.33% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.85% 91.19%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163186859
LOTUS LTS0121046
wikiData Q105297318