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(2S,3'R,3aR,4S,4'S,5'R,6S,6'R,7S,7aR)-6'-[(1R)-1-amino-2-hydroxyethyl]-4-[(2R,3S,5S,6R)-2,6-dihydroxy-3,5-bis(methylamino)cyclohexyl]oxy-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 857d9abb-0f87-45c0-9dcc-28c833497d73
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > 2-deoxystreptamine aminoglycosides
IUPAC Name (2S,3'R,3aR,4S,4'S,5'R,6S,6'R,7S,7aR)-6'-[(1R)-1-amino-2-hydroxyethyl]-4-[(2R,3S,5S,6R)-2,6-dihydroxy-3,5-bis(methylamino)cyclohexyl]oxy-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)
SMILES (Isomeric)
InChI InChI=1S/C21H39N3O13/c1-23-7-3-8(24-2)11(28)16(10(7)27)34-20-18-17(12(29)9(5-26)33-20)36-21(37-18)19(32)14(31)13(30)15(35-21)6(22)4-25/h6-20,23-32H,3-5,22H2,1-2H3/t6-,7+,8+,9+,10-,11-,12+,13-,14+,15-,17-,18-,19-,20+,21+/m1/s1
InChI Key XQRJFJIKNNEPNI-UNGVYMPWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H39N3O13
Molecular Weight 541.50 g/mol
Exact Mass 541.24828831 g/mol
Topological Polar Surface Area (TPSA) 258.00 Ų
XlogP -6.10
Atomic LogP (AlogP) -7.01
H-Bond Acceptor 16
H-Bond Donor 11
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3'R,3aR,4S,4'S,5'R,6S,6'R,7S,7aR)-6'-[(1R)-1-amino-2-hydroxyethyl]-4-[(2R,3S,5S,6R)-2,6-dihydroxy-3,5-bis(methylamino)cyclohexyl]oxy-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 - 0.8812 88.12%
Caco-2 - 0.8852 88.52%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Lysosomes 0.6542 65.42%
OATP2B1 inhibitior - 0.8831 88.31%
OATP1B1 inhibitior + 0.9421 94.21%
OATP1B3 inhibitior + 0.9497 94.97%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.6520 65.20%
P-glycoprotein inhibitior - 0.6566 65.66%
P-glycoprotein substrate - 0.6473 64.73%
CYP3A4 substrate + 0.6089 60.89%
CYP2C9 substrate - 0.7958 79.58%
CYP2D6 substrate - 0.7565 75.65%
CYP3A4 inhibition - 0.9118 91.18%
CYP2C9 inhibition - 0.9149 91.49%
CYP2C19 inhibition - 0.8781 87.81%
CYP2D6 inhibition - 0.8947 89.47%
CYP1A2 inhibition - 0.8851 88.51%
CYP2C8 inhibition - 0.7196 71.96%
CYP inhibitory promiscuity - 0.8284 82.84%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5888 58.88%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9496 94.96%
Skin irritation - 0.7800 78.00%
Skin corrosion - 0.9270 92.70%
Ames mutagenesis - 0.7254 72.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7996 79.96%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8251 82.51%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.6712 67.12%
Acute Oral Toxicity (c) I 0.7682 76.82%
Estrogen receptor binding + 0.5340 53.40%
Androgen receptor binding + 0.8195 81.95%
Thyroid receptor binding + 0.5839 58.39%
Glucocorticoid receptor binding + 0.6229 62.29%
Aromatase binding + 0.6844 68.44%
PPAR gamma + 0.5888 58.88%
Honey bee toxicity - 0.5958 59.58%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity - 0.9049 90.49%

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 98.78% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.52% 96.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 98.38% 95.58%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.32% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 95.27% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.09% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.57% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.81% 96.61%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.26% 86.92%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 89.41% 92.88%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.67% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 88.05% 97.79%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 87.76% 95.83%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.18% 92.86%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.78% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.27% 94.33%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.62% 91.03%
CHEMBL221 P23219 Cyclooxygenase-1 82.13% 90.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.70% 96.95%
CHEMBL233 P35372 Mu opioid receptor 81.05% 97.93%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.60% 91.24%
CHEMBL340 P08684 Cytochrome P450 3A4 80.59% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.18% 100.00%

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 139589185
LOTUS LTS0008641
wikiData Q105339999