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(2S,3R,4S)-4-(carboxymethyl)-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E,6S)-8-hydroxy-2,6-dimethyloct-2-enoyl]oxymethyl]oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-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 c17bd840-dcb9-480d-a14e-abc1b3c6d0bc
Taxonomy Lipids and lipid-like molecules > Saccharolipids
IUPAC Name (2S,3R,4S)-4-(carboxymethyl)-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E,6S)-8-hydroxy-2,6-dimethyloct-2-enoyl]oxymethyl]oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H38O13/c1-4-15-16(10-19(28)29)17(23(33)34)11-37-25(15)39-26-22(32)21(31)20(30)18(38-26)12-36-24(35)14(3)7-5-6-13(2)8-9-27/h4,7,11,13,15-16,18,20-22,25-27,30-32H,1,5-6,8-10,12H2,2-3H3,(H,28,29)(H,33,34)/b14-7+/t13-,15+,16-,18+,20+,21-,22+,25-,26-/m0/s1
InChI Key CBISEPGLGPECNR-CTCCMNGPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H38O13
Molecular Weight 558.60 g/mol
Exact Mass 558.23124126 g/mol
Topological Polar Surface Area (TPSA) 210.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.32
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S)-4-(carboxymethyl)-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E,6S)-8-hydroxy-2,6-dimethyloct-2-enoyl]oxymethyl]oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-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 - 0.6970 69.70%
Caco-2 - 0.8719 87.19%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8585 85.85%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7838 78.38%
OATP1B3 inhibitior + 0.8979 89.79%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.6646 66.46%
P-glycoprotein inhibitior - 0.4469 44.69%
P-glycoprotein substrate - 0.5480 54.80%
CYP3A4 substrate + 0.6440 64.40%
CYP2C9 substrate - 0.7949 79.49%
CYP2D6 substrate - 0.8933 89.33%
CYP3A4 inhibition - 0.6539 65.39%
CYP2C9 inhibition - 0.9000 90.00%
CYP2C19 inhibition - 0.8670 86.70%
CYP2D6 inhibition - 0.9151 91.51%
CYP1A2 inhibition - 0.8703 87.03%
CYP2C8 inhibition - 0.5948 59.48%
CYP inhibitory promiscuity - 0.9749 97.49%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7606 76.06%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9130 91.30%
Skin irritation - 0.6949 69.49%
Skin corrosion - 0.9534 95.34%
Ames mutagenesis - 0.5023 50.23%
Human Ether-a-go-go-Related Gene inhibition - 0.4042 40.42%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6218 62.18%
skin sensitisation - 0.9008 90.08%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.7928 79.28%
Acute Oral Toxicity (c) III 0.6775 67.75%
Estrogen receptor binding + 0.8012 80.12%
Androgen receptor binding - 0.4859 48.59%
Thyroid receptor binding - 0.5960 59.60%
Glucocorticoid receptor binding + 0.6026 60.26%
Aromatase binding + 0.6019 60.19%
PPAR gamma - 0.5066 50.66%
Honey bee toxicity - 0.7606 76.06%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7800 78.00%
Fish aquatic toxicity + 0.9663 96.63%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.64% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 93.17% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 92.34% 94.73%
CHEMBL2581 P07339 Cathepsin D 92.02% 98.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 90.51% 93.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.44% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.30% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.66% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.41% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.75% 89.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.46% 96.47%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.77% 90.71%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.55% 89.34%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.45% 94.08%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 85.07% 83.57%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.02% 94.62%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.52% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.74% 94.45%
CHEMBL1811 P34995 Prostanoid EP1 receptor 82.74% 95.71%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.56% 96.61%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.40% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.88% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.46% 99.23%
CHEMBL5028 O14672 ADAM10 80.15% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.13% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 80.01% 90.17%

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.
Olea europaea

Cross-Links

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PubChem 162880314
LOTUS LTS0067622
wikiData Q104952393