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(3'R,4S,4'R,5'R,6R,7S)-4-[(1R,2S,3R,5S,6R)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy-6'-[(1S)-1-amino-2-hydroxyethyl]-6-(hydroxymethyl)spiro[4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-3',4',5',7-tetrol

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 1e032bc8-fc17-4e4f-9c32-902ddac6ce0f
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > 2-deoxystreptamine aminoglycosides
IUPAC Name (3'R,4S,4'R,5'R,6R,7S)-4-[(1R,2S,3R,5S,6R)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy-6'-[(1S)-1-amino-2-hydroxyethyl]-6-(hydroxymethyl)spiro[4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-3',4',5',7-tetrol
SMILES (Canonical) CNC1CC(C(C(C1O)OC2C3C(C(C(O2)CO)O)OC4(O3)C(C(C(C(O4)C(CO)N)O)O)O)O)N
SMILES (Isomeric) CN[C@H]1C[C@H]([C@@H]([C@H]([C@@H]1O)O[C@H]2C3C([C@H]([C@H](O2)CO)O)OC4(O3)[C@@H]([C@@H]([C@H](C(O4)[C@H](CO)N)O)O)O)O)N
InChI InChI=1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,21-22H2,1H3/t5-,6+,7+,8-,9+,10-,11+,12-,13-,14?,15-,16?,17?,18-,19+,20?/m1/s1
InChI Key GRRNUXAQVGOGFE-HNKWTKQDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H37N3O13
Molecular Weight 527.50 g/mol
Exact Mass 527.23263824 g/mol
Topological Polar Surface Area (TPSA) 272.00 Ų
XlogP -6.60
Atomic LogP (AlogP) -7.27
H-Bond Acceptor 16
H-Bond Donor 11
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3'R,4S,4'R,5'R,6R,7S)-4-[(1R,2S,3R,5S,6R)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy-6'-[(1S)-1-amino-2-hydroxyethyl]-6-(hydroxymethyl)spiro[4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-3',4',5',7-tetrol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8682 86.82%
Caco-2 - 0.8909 89.09%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Lysosomes 0.6336 63.36%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9413 94.13%
OATP1B3 inhibitior + 0.9512 95.12%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.7176 71.76%
P-glycoprotein inhibitior - 0.7512 75.12%
P-glycoprotein substrate - 0.5774 57.74%
CYP3A4 substrate + 0.6267 62.67%
CYP2C9 substrate - 0.7958 79.58%
CYP2D6 substrate - 0.7565 75.65%
CYP3A4 inhibition - 0.9267 92.67%
CYP2C9 inhibition - 0.9023 90.23%
CYP2C19 inhibition - 0.8641 86.41%
CYP2D6 inhibition - 0.8976 89.76%
CYP1A2 inhibition - 0.8822 88.22%
CYP2C8 inhibition - 0.6113 61.13%
CYP inhibitory promiscuity - 0.8175 81.75%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5854 58.54%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9588 95.88%
Skin irritation - 0.7812 78.12%
Skin corrosion - 0.9270 92.70%
Ames mutagenesis - 0.7354 73.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7730 77.30%
Micronuclear + 0.7700 77.00%
Hepatotoxicity + 0.6051 60.51%
skin sensitisation - 0.8453 84.53%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.6568 65.68%
Acute Oral Toxicity (c) I 0.8269 82.69%
Estrogen receptor binding + 0.5479 54.79%
Androgen receptor binding + 0.8696 86.96%
Thyroid receptor binding + 0.5506 55.06%
Glucocorticoid receptor binding + 0.6137 61.37%
Aromatase binding + 0.6572 65.72%
PPAR gamma + 0.6154 61.54%
Honey bee toxicity - 0.6129 61.29%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity - 0.9211 92.11%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.53% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.98% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.23% 96.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 97.38% 95.58%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.68% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.13% 95.93%
CHEMBL2996 Q05655 Protein kinase C delta 94.69% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.26% 94.45%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 89.04% 92.88%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 88.79% 95.83%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.32% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 88.06% 90.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.12% 96.61%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.44% 91.24%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.86% 91.03%
CHEMBL299 P17252 Protein kinase C alpha 84.69% 98.03%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.14% 92.86%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.31% 86.92%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.93% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.24% 100.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.18% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.47% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.14% 94.33%

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 162883446
LOTUS LTS0184808
wikiData Q105016381