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(2R,3S,4R,5R)-4-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-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 7e0374f9-4cba-4171-a775-b93b34d61aed
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides > Aminocyclitol glycosides
IUPAC Name (2R,3S,4R,5R)-4-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino]oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6-tetrahydroxyhexanal
SMILES (Canonical) CC1C(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(C(C3O)O)O)CO
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]3C=C([C@H]([C@@H]([C@H]3O)O)O)CO
InChI InChI=1S/C25H43NO18/c1-7-13(26-9-2-8(3-27)14(33)18(37)15(9)34)17(36)20(39)24(41-7)44-23-12(6-30)42-25(21(40)19(23)38)43-22(11(32)5-29)16(35)10(31)4-28/h2,4,7,9-27,29-40H,3,5-6H2,1H3/t7-,9+,10+,11-,12-,13-,14-,15+,16+,17+,18+,19+,20-,21-,22-,23-,24+,25-/m1/s1
InChI Key CEMXHAPUFJOOSV-POGFFWQOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H43NO18
Molecular Weight 645.60 g/mol
Exact Mass 645.24801352 g/mol
Topological Polar Surface Area (TPSA) 329.00 Ų
XlogP -8.80
Atomic LogP (AlogP) -8.72
H-Bond Acceptor 19
H-Bond Donor 14
Rotatable Bonds 13

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,5S,6R)-5-[(2S,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-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 - 0.9343 93.43%
Caco-2 - 0.8989 89.89%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.4966 49.66%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8599 85.99%
OATP1B3 inhibitior + 0.9466 94.66%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.8352 83.52%
P-glycoprotein inhibitior - 0.5750 57.50%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6555 65.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8181 81.81%
CYP3A4 inhibition - 0.9876 98.76%
CYP2C9 inhibition - 0.9048 90.48%
CYP2C19 inhibition - 0.8918 89.18%
CYP2D6 inhibition - 0.9034 90.34%
CYP1A2 inhibition - 0.9049 90.49%
CYP2C8 inhibition - 0.5817 58.17%
CYP inhibitory promiscuity - 0.8558 85.58%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6721 67.21%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9541 95.41%
Skin irritation - 0.8124 81.24%
Skin corrosion - 0.9418 94.18%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7236 72.36%
Micronuclear + 0.6400 64.00%
Hepatotoxicity + 0.8125 81.25%
skin sensitisation - 0.8744 87.44%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.8349 83.49%
Acute Oral Toxicity (c) IV 0.6204 62.04%
Estrogen receptor binding + 0.7472 74.72%
Androgen receptor binding + 0.5332 53.32%
Thyroid receptor binding - 0.5212 52.12%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding + 0.6030 60.30%
PPAR gamma + 0.5845 58.45%
Honey bee toxicity - 0.7026 70.26%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity - 0.8141 81.41%

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 98.14% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.17% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 96.16% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.56% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.86% 86.92%
CHEMBL4208 P20618 Proteasome component C5 90.72% 90.00%
CHEMBL2581 P07339 Cathepsin D 90.49% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 88.65% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.57% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.40% 97.36%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.04% 85.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.23% 95.89%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.54% 89.67%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.29% 99.17%

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 163094043
LOTUS LTS0182545
wikiData Q104955871