PlantaeDB Logo
Login Sign-up

(2E,4R,5R,6E,8E)-10-[(2R,3S,6R,8S,9R)-3-butyl-2-[(1E,3E)-4-carboxy-3-methylbuta-1,3-dienyl]-3-(3-carboxypropanoyloxy)-9-methyl-1,7-dioxaspiro[5.5]undecan-8-yl]-5-hydroxy-4,8-dimethyldeca-2,6,8-trienoic 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

Top
Internal ID 5453fe48-3cf8-4705-8e7c-7c6a51076ad2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2E,4R,5R,6E,8E)-10-[(2R,3S,6R,8S,9R)-3-butyl-2-[(1E,3E)-4-carboxy-3-methylbuta-1,3-dienyl]-3-(3-carboxypropanoyloxy)-9-methyl-1,7-dioxaspiro[5.5]undecan-8-yl]-5-hydroxy-4,8-dimethyldeca-2,6,8-trienoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H52O11/c1-6-7-19-35(47-34(44)17-16-32(40)41)21-22-36(46-30(35)14-10-25(3)23-33(42)43)20-18-27(5)29(45-36)13-9-24(2)8-12-28(37)26(4)11-15-31(38)39/h8-12,14-15,23,26-30,37H,6-7,13,16-22H2,1-5H3,(H,38,39)(H,40,41)(H,42,43)/b12-8+,14-10+,15-11+,24-9+,25-23+/t26-,27-,28-,29+,30-,35+,36-/m1/s1
InChI Key ZESGNAJSBDILTB-HIURPJIRSA-N
Popularity 4 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H52O11
Molecular Weight 660.80 g/mol
Exact Mass 660.35096247 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 5.90
Atomic LogP (AlogP) 6.13
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 17

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2E,4R,5R,6E,8E)-10-[(2R,3S,6R,8S,9R)-3-butyl-2-[(1E,3E)-4-carboxy-3-methylbuta-1,3-dienyl]-3-(3-carboxypropanoyloxy)-9-methyl-1,7-dioxaspiro[5.5]undecan-8-yl]-5-hydroxy-4,8-dimethyldeca-2,6,8-trienoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9692 96.92%
Caco-2 - 0.8399 83.99%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8128 81.28%
OATP2B1 inhibitior - 0.7134 71.34%
OATP1B1 inhibitior + 0.8112 81.12%
OATP1B3 inhibitior + 0.8564 85.64%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9619 96.19%
P-glycoprotein inhibitior + 0.8081 80.81%
P-glycoprotein substrate + 0.6906 69.06%
CYP3A4 substrate + 0.7109 71.09%
CYP2C9 substrate - 0.8150 81.50%
CYP2D6 substrate - 0.9028 90.28%
CYP3A4 inhibition - 0.6719 67.19%
CYP2C9 inhibition - 0.9341 93.41%
CYP2C19 inhibition - 0.9066 90.66%
CYP2D6 inhibition - 0.9375 93.75%
CYP1A2 inhibition - 0.9566 95.66%
CYP2C8 inhibition + 0.6992 69.92%
CYP inhibitory promiscuity - 0.9450 94.50%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6656 66.56%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9285 92.85%
Skin irritation - 0.5682 56.82%
Skin corrosion - 0.9396 93.96%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4430 44.30%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5659 56.59%
skin sensitisation - 0.8200 82.00%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.7539 75.39%
Acute Oral Toxicity (c) III 0.4902 49.02%
Estrogen receptor binding + 0.8614 86.14%
Androgen receptor binding + 0.6683 66.83%
Thyroid receptor binding + 0.5666 56.66%
Glucocorticoid receptor binding + 0.8298 82.98%
Aromatase binding + 0.6460 64.60%
PPAR gamma + 0.7125 71.25%
Honey bee toxicity - 0.7366 73.66%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9812 98.12%

Targets

Top

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
CHEMBL221 P23219 Cyclooxygenase-1 98.70% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.23% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.11% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.50% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.93% 98.95%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 92.73% 96.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.83% 96.47%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.29% 99.17%
CHEMBL299 P17252 Protein kinase C alpha 90.60% 98.03%
CHEMBL230 P35354 Cyclooxygenase-2 90.01% 89.63%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.37% 93.56%
CHEMBL2061 P19793 Retinoid X receptor alpha 89.19% 91.67%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.72% 100.00%
CHEMBL3776 Q14790 Caspase-8 88.06% 97.06%
CHEMBL1870 P28702 Retinoid X receptor beta 87.52% 95.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.36% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 87.35% 91.19%
CHEMBL236 P41143 Delta opioid receptor 87.35% 99.35%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.17% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 86.72% 92.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.95% 96.61%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.93% 82.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.85% 96.00%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 83.60% 97.86%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.92% 99.23%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.55% 100.00%
CHEMBL233 P35372 Mu opioid receptor 81.02% 97.93%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.09% 98.75%

Plants that contains it

Top
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.
There are no matching plants.

Cross-Links

Top
PubChem 133562767
LOTUS LTS0091760
wikiData Q105373642