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(2S,3S,4S,5R)-6-[(3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(2R)-4-[(1R)-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]butan-2-yl]oxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

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 938c15a7-9062-463d-9bc5-fcf6eefdef01
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name (2S,3S,4S,5R)-6-[(3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(2R)-4-[(1R)-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]butan-2-yl]oxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1=CC(=O)CC(C1CCC(C)OC2C(C(C(C(O2)CO)O)O)OC3C(C(C(C(O3)C(=O)O)O)O)O)(C)C
SMILES (Isomeric) CC1=CC(=O)CC([C@H]1CC[C@@H](C)OC2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)OC3[C@@H]([C@H]([C@@H]([C@H](O3)C(=O)O)O)O)O)(C)C
InChI InChI=1S/C25H40O13/c1-10-7-12(27)8-25(3,4)13(10)6-5-11(2)35-24-21(17(30)15(28)14(9-26)36-24)38-23-19(32)16(29)18(31)20(37-23)22(33)34/h7,11,13-21,23-24,26,28-32H,5-6,8-9H2,1-4H3,(H,33,34)/t11-,13+,14-,15-,16+,17+,18+,19-,20+,21-,23?,24?/m1/s1
InChI Key NRHLRVSITHEZFV-DWXMLGCLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H40O13
Molecular Weight 548.60 g/mol
Exact Mass 548.24689133 g/mol
Topological Polar Surface Area (TPSA) 213.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -1.55
H-Bond Acceptor 12
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 (2S,3S,4S,5R)-6-[(3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(2R)-4-[(1R)-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]butan-2-yl]oxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4683 46.83%
Caco-2 - 0.8791 87.91%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.9088 90.88%
OATP2B1 inhibitior - 0.8626 86.26%
OATP1B1 inhibitior + 0.8587 85.87%
OATP1B3 inhibitior - 0.2941 29.41%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6224 62.24%
BSEP inhibitior - 0.8463 84.63%
P-glycoprotein inhibitior - 0.6376 63.76%
P-glycoprotein substrate - 0.6487 64.87%
CYP3A4 substrate + 0.6675 66.75%
CYP2C9 substrate - 0.6033 60.33%
CYP2D6 substrate - 0.8985 89.85%
CYP3A4 inhibition - 0.8744 87.44%
CYP2C9 inhibition - 0.7923 79.23%
CYP2C19 inhibition - 0.8893 88.93%
CYP2D6 inhibition - 0.9399 93.99%
CYP1A2 inhibition - 0.8772 87.72%
CYP2C8 inhibition - 0.6655 66.55%
CYP inhibitory promiscuity - 0.9398 93.98%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6940 69.40%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9422 94.22%
Skin irritation - 0.6599 65.99%
Skin corrosion - 0.9571 95.71%
Ames mutagenesis - 0.6754 67.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3679 36.79%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7623 76.23%
skin sensitisation - 0.8809 88.09%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.6707 67.07%
Acute Oral Toxicity (c) III 0.6830 68.30%
Estrogen receptor binding + 0.7419 74.19%
Androgen receptor binding - 0.4938 49.38%
Thyroid receptor binding + 0.5341 53.41%
Glucocorticoid receptor binding + 0.6385 63.85%
Aromatase binding + 0.6581 65.81%
PPAR gamma + 0.5842 58.42%
Honey bee toxicity - 0.7829 78.29%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.7600 76.00%
Fish aquatic toxicity + 0.9714 97.14%

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 98.47% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.80% 98.95%
CHEMBL220 P22303 Acetylcholinesterase 94.14% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.31% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.31% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.30% 94.45%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 89.13% 83.57%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.37% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.53% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 85.11% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.70% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.99% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.36% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.41% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.00% 97.25%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.87% 96.47%
CHEMBL1937 Q92769 Histone deacetylase 2 80.44% 94.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.25% 93.56%

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.
Hordeum vulgare

Cross-Links

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PubChem 134820410
LOTUS LTS0045457
wikiData Q105184552