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[(2E,6E)-4-hydroxy-8-[(2E,6E)-4-hydroxy-3,7-dimethyl-8-oxo-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyocta-2,6-dienoxy]-3,7-dimethyl-8-oxoocta-2,6-dienyl] (2E,6E)-5,8-dihydroxy-2,6-dimethylocta-2,6-dienoate

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 64092cb7-db1d-4ffd-951e-af3915ccebde
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name [(2E,6E)-4-hydroxy-8-[(2E,6E)-4-hydroxy-3,7-dimethyl-8-oxo-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyocta-2,6-dienoxy]-3,7-dimethyl-8-oxoocta-2,6-dienyl] (2E,6E)-5,8-dihydroxy-2,6-dimethylocta-2,6-dienoate
SMILES (Canonical) CC(=CCC(C(=CCO)C)O)C(=O)OCC=C(C)C(CC=C(C)C(=O)OCC=C(C)C(CC=C(C)C(=O)OC1C(C(C(C(O1)CO)O)O)O)O)O
SMILES (Isomeric) C/C(=C\CC(/C(=C/CO)/C)O)/C(=O)OC/C=C(\C)/C(C/C=C(\C)/C(=O)OC/C=C(\C)/C(C/C=C(\C)/C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O
InChI InChI=1S/C36H54O15/c1-20(13-16-37)26(39)10-7-23(4)33(45)48-17-14-21(2)27(40)11-8-24(5)34(46)49-18-15-22(3)28(41)12-9-25(6)35(47)51-36-32(44)31(43)30(42)29(19-38)50-36/h7-9,13-15,26-32,36-44H,10-12,16-19H2,1-6H3/b20-13+,21-14+,22-15+,23-7+,24-8+,25-9+/t26?,27?,28?,29-,30-,31+,32-,36+/m1/s1
InChI Key YHNWMGYNUILLEI-BFJYVUHQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H54O15
Molecular Weight 726.80 g/mol
Exact Mass 726.34627101 g/mol
Topological Polar Surface Area (TPSA) 250.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.34
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2E,6E)-4-hydroxy-8-[(2E,6E)-4-hydroxy-3,7-dimethyl-8-oxo-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyocta-2,6-dienoxy]-3,7-dimethyl-8-oxoocta-2,6-dienyl] (2E,6E)-5,8-dihydroxy-2,6-dimethylocta-2,6-dienoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6718 67.18%
Caco-2 - 0.8649 86.49%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8062 80.62%
OATP2B1 inhibitior - 0.7145 71.45%
OATP1B1 inhibitior + 0.8750 87.50%
OATP1B3 inhibitior + 0.9308 93.08%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9396 93.96%
P-glycoprotein inhibitior + 0.7366 73.66%
P-glycoprotein substrate - 0.8971 89.71%
CYP3A4 substrate + 0.6144 61.44%
CYP2C9 substrate - 0.8026 80.26%
CYP2D6 substrate - 0.8702 87.02%
CYP3A4 inhibition - 0.9288 92.88%
CYP2C9 inhibition - 0.9099 90.99%
CYP2C19 inhibition - 0.8865 88.65%
CYP2D6 inhibition - 0.9056 90.56%
CYP1A2 inhibition - 0.8791 87.91%
CYP2C8 inhibition - 0.7951 79.51%
CYP inhibitory promiscuity - 0.9746 97.46%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7845 78.45%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9137 91.37%
Skin irritation - 0.7807 78.07%
Skin corrosion - 0.9624 96.24%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7425 74.25%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6505 65.05%
skin sensitisation - 0.8768 87.68%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity - 0.5222 52.22%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.6481 64.81%
Acute Oral Toxicity (c) III 0.5798 57.98%
Estrogen receptor binding + 0.8312 83.12%
Androgen receptor binding + 0.5361 53.61%
Thyroid receptor binding + 0.5386 53.86%
Glucocorticoid receptor binding + 0.7216 72.16%
Aromatase binding + 0.6275 62.75%
PPAR gamma + 0.7467 74.67%
Honey bee toxicity - 0.7548 75.48%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.8000 80.00%
Fish aquatic toxicity + 0.7136 71.36%

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 96.09% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.07% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 91.65% 94.73%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 91.14% 98.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.89% 96.47%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.80% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.35% 99.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.40% 91.24%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.35% 96.00%
CHEMBL2581 P07339 Cathepsin D 83.30% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 81.96% 83.82%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.79% 97.47%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.56% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 80.11% 91.19%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.02% 86.92%

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.
Penstemon digitalis

Cross-Links

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PubChem 101612268
LOTUS LTS0178557
wikiData Q105348528