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(2R,3S,4S,5R,6S)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(2R)-4-[(1S)-1-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]butan-2-yl]oxyoxane-3,4,5-triol

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 a0fe1177-651a-4f81-b233-83625769b5fe
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name (2R,3S,4S,5R,6S)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(2R)-4-[(1S)-1-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]butan-2-yl]oxyoxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H42O11/c1-13-6-5-8-22(3,4)24(13,31)9-7-14(2)34-20-18(28)17(27)16(26)15(35-20)10-32-21-19(29)23(30,11-25)12-33-21/h6,14-21,25-31H,5,7-12H2,1-4H3/t14-,15-,16-,17+,18-,19+,20+,21-,23-,24-/m1/s1
InChI Key QWCOEYNCDIXGMI-FWANMBCFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C24H42O11
Molecular Weight 506.60 g/mol
Exact Mass 506.27271215 g/mol
Topological Polar Surface Area (TPSA) 179.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -1.07
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5R,6S)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(2R)-4-[(1S)-1-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]butan-2-yl]oxyoxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5000 50.00%
Caco-2 - 0.8149 81.49%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7982 79.82%
OATP2B1 inhibitior - 0.7196 71.96%
OATP1B1 inhibitior + 0.8969 89.69%
OATP1B3 inhibitior + 0.8939 89.39%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.4563 45.63%
P-glycoprotein inhibitior - 0.5687 56.87%
P-glycoprotein substrate - 0.5749 57.49%
CYP3A4 substrate + 0.6810 68.10%
CYP2C9 substrate - 0.8018 80.18%
CYP2D6 substrate - 0.8492 84.92%
CYP3A4 inhibition - 0.9193 91.93%
CYP2C9 inhibition - 0.8462 84.62%
CYP2C19 inhibition - 0.8890 88.90%
CYP2D6 inhibition - 0.9266 92.66%
CYP1A2 inhibition - 0.9094 90.94%
CYP2C8 inhibition - 0.6376 63.76%
CYP inhibitory promiscuity - 0.9094 90.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6160 61.60%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9533 95.33%
Skin irritation - 0.6394 63.94%
Skin corrosion - 0.9487 94.87%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3885 38.85%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6697 66.97%
skin sensitisation - 0.8819 88.19%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.6966 69.66%
Acute Oral Toxicity (c) I 0.4491 44.91%
Estrogen receptor binding + 0.5407 54.07%
Androgen receptor binding + 0.5473 54.73%
Thyroid receptor binding + 0.5320 53.20%
Glucocorticoid receptor binding - 0.4638 46.38%
Aromatase binding + 0.7093 70.93%
PPAR gamma + 0.5978 59.78%
Honey bee toxicity - 0.8181 81.81%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6750 67.50%
Fish aquatic toxicity + 0.9180 91.80%

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
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 97.17% 83.57%
CHEMBL226 P30542 Adenosine A1 receptor 96.95% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.84% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.79% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.30% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.65% 97.09%
CHEMBL2581 P07339 Cathepsin D 89.05% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.69% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.86% 95.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.57% 96.47%
CHEMBL3401 O75469 Pregnane X receptor 86.57% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.51% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.53% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.64% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.48% 95.83%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.82% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.59% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.24% 94.75%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.20% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.11% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.28% 93.56%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.23% 96.90%

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.
Cydonia oblonga

Cross-Links

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PubChem 162974933
LOTUS LTS0225474
wikiData Q105229102