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[(2R,3S,4S,5R,6R)-6-[(E,2R)-4-[(1S,5R,8R)-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]but-3-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

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 14fc6431-52e8-43ce-89a2-e6b60cef1e0b
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name [(2R,3S,4S,5R,6R)-6-[(E,2R)-4-[(1S,5R,8R)-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]but-3-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H34O12/c1-12(4-5-18-25(2)8-14(27)9-26(18,3)36-11-25)37-24-22(33)21(32)20(31)17(38-24)10-35-23(34)13-6-15(28)19(30)16(29)7-13/h4-7,12,17-18,20-22,24,28-33H,8-11H2,1-3H3/b5-4+/t12-,17-,18-,20-,21+,22-,24-,25-,26-/m1/s1
InChI Key LQVNYRWMNGPIEB-LJSMMZQXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H34O12
Molecular Weight 538.50 g/mol
Exact Mass 538.20502652 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP -0.50
Atomic LogP (AlogP) 0.50
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6R)-6-[(E,2R)-4-[(1S,5R,8R)-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]but-3-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6836 68.36%
Caco-2 - 0.8446 84.46%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7420 74.20%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior + 0.7480 74.80%
OATP1B3 inhibitior + 0.8855 88.55%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.9388 93.88%
P-glycoprotein inhibitior - 0.4635 46.35%
P-glycoprotein substrate - 0.6250 62.50%
CYP3A4 substrate + 0.6749 67.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8784 87.84%
CYP3A4 inhibition - 0.8559 85.59%
CYP2C9 inhibition - 0.8301 83.01%
CYP2C19 inhibition - 0.7985 79.85%
CYP2D6 inhibition - 0.9420 94.20%
CYP1A2 inhibition - 0.8111 81.11%
CYP2C8 inhibition + 0.5426 54.26%
CYP inhibitory promiscuity - 0.8841 88.41%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6197 61.97%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9162 91.62%
Skin irritation - 0.7662 76.62%
Skin corrosion - 0.9426 94.26%
Ames mutagenesis - 0.7037 70.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5614 56.14%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.7325 73.25%
skin sensitisation - 0.8598 85.98%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8761 87.61%
Acute Oral Toxicity (c) I 0.3934 39.34%
Estrogen receptor binding + 0.7093 70.93%
Androgen receptor binding + 0.6135 61.35%
Thyroid receptor binding + 0.6201 62.01%
Glucocorticoid receptor binding + 0.6509 65.09%
Aromatase binding + 0.6594 65.94%
PPAR gamma + 0.6202 62.02%
Honey bee toxicity - 0.7437 74.37%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9963 99.63%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.82% 91.11%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 95.09% 89.34%
CHEMBL2581 P07339 Cathepsin D 94.66% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 94.63% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.54% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.19% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.06% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.77% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 89.81% 94.73%
CHEMBL5255 O00206 Toll-like receptor 4 89.37% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.43% 99.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.01% 83.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.76% 90.71%
CHEMBL1937 Q92769 Histone deacetylase 2 86.65% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.12% 97.09%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 85.35% 95.64%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.21% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.88% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.83% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.70% 95.56%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 82.35% 80.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.14% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 81.73% 83.82%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.36% 95.89%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.15% 80.00%

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.
Macaranga tanarius

Cross-Links

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PubChem 163194161
LOTUS LTS0019371
wikiData Q105155886