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(2R,3S,4R,5R)-4-[(2R,3R,4S,5R,6R)-5-[(2R,3R,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[[(1R,2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptan-2-yl]amino]oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6-tetrahydroxyhexanal

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 618fc1c6-d3c9-4d75-a6c0-4be08d4ad6c4
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides > Aminocyclitol glycosides
IUPAC Name (2R,3S,4R,5R)-4-[(2R,3R,4S,5R,6R)-5-[(2R,3R,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[[(1R,2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptan-2-yl]amino]oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6-tetrahydroxyhexanal
SMILES (Canonical) C(C1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC(C(CO)O)C(C(C=O)O)O)CO)O)O)NC3C(C(C(C4(C3O4)CO)O)O)O)O
SMILES (Isomeric) C([C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)O[C@H]2[C@H](O[C@@H]([C@@H]([C@@H]2O)O)O[C@H]([C@@H](CO)O)[C@H]([C@H](C=O)O)O)CO)O)O)N[C@@H]3[C@@H]([C@H]([C@@H]([C@]4([C@@H]3O4)CO)O)O)O)O
InChI InChI=1S/C25H43NO20/c27-1-6(32)12(34)19(7(33)2-28)44-24-18(40)15(37)20(9(4-30)43-24)45-23-17(39)13(35)10(8(3-29)42-23)26-11-14(36)16(38)21(41)25(5-31)22(11)46-25/h1,6-24,26,28-41H,2-5H2/t6-,7+,8+,9+,10-,11+,12-,13-,14-,15-,16+,17+,18+,19+,20-,21-,22+,23+,24+,25-/m0/s1
InChI Key ZMFYXLYDFOQLDO-GUKIXHFSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H43NO20
Molecular Weight 677.60 g/mol
Exact Mass 677.23784276 g/mol
Topological Polar Surface Area (TPSA) 362.00 Ų
XlogP -9.50
Atomic LogP (AlogP) -10.54
H-Bond Acceptor 21
H-Bond Donor 15
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4R,5R)-4-[(2R,3R,4S,5R,6R)-5-[(2R,3R,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[[(1R,2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptan-2-yl]amino]oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6-tetrahydroxyhexanal

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9448 94.48%
Caco-2 - 0.8960 89.60%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Lysosomes 0.5416 54.16%
OATP2B1 inhibitior - 0.8649 86.49%
OATP1B1 inhibitior + 0.8943 89.43%
OATP1B3 inhibitior + 0.9411 94.11%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.6872 68.72%
P-glycoprotein inhibitior - 0.4910 49.10%
P-glycoprotein substrate - 0.6139 61.39%
CYP3A4 substrate + 0.6450 64.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8041 80.41%
CYP3A4 inhibition - 0.9606 96.06%
CYP2C9 inhibition - 0.9029 90.29%
CYP2C19 inhibition - 0.8593 85.93%
CYP2D6 inhibition - 0.9186 91.86%
CYP1A2 inhibition - 0.8755 87.55%
CYP2C8 inhibition - 0.6372 63.72%
CYP inhibitory promiscuity - 0.9327 93.27%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6586 65.86%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9383 93.83%
Skin irritation - 0.7956 79.56%
Skin corrosion - 0.9378 93.78%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8212 82.12%
Micronuclear + 0.6800 68.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8418 84.18%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.5915 59.15%
Acute Oral Toxicity (c) III 0.4699 46.99%
Estrogen receptor binding + 0.7336 73.36%
Androgen receptor binding + 0.5487 54.87%
Thyroid receptor binding - 0.5564 55.64%
Glucocorticoid receptor binding - 0.5743 57.43%
Aromatase binding + 0.6255 62.55%
PPAR gamma + 0.6171 61.71%
Honey bee toxicity - 0.6828 68.28%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7800 78.00%
Fish aquatic toxicity - 0.9207 92.07%

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 98.25% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 93.42% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.07% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.75% 96.09%
CHEMBL2094135 Q96BI3 Gamma-secretase 90.52% 98.05%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 87.45% 97.29%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.06% 91.24%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.29% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.86% 86.92%
CHEMBL4208 P20618 Proteasome component C5 85.75% 90.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 85.32% 89.67%
CHEMBL226 P30542 Adenosine A1 receptor 84.22% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.90% 94.45%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.65% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.84% 99.17%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 81.51% 92.32%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.86% 100.00%
CHEMBL3572 P11597 Cholesteryl ester transfer protein 80.50% 92.67%
CHEMBL2581 P07339 Cathepsin D 80.34% 98.95%

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 163106905
LOTUS LTS0240547
wikiData Q105379444