PlantaeDB Logo
Login Sign-up

[(2E,6E)-8-[[(1R,2S,4S,5S,6S,10S)-5-hydroxy-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-2-yl]methoxy]-3,7-dimethyl-8-oxoocta-2,6-dienyl] (2E,6Z)-8-hydroxy-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

Top
Internal ID 6819aed8-e3ca-4575-af43-3ccceaaea812
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name [(2E,6E)-8-[[(1R,2S,4S,5S,6S,10S)-5-hydroxy-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-2-yl]methoxy]-3,7-dimethyl-8-oxoocta-2,6-dienyl] (2E,6Z)-8-hydroxy-2,6-dimethylocta-2,6-dienoate
SMILES (Canonical) CC(=CCO)CCC=C(C)C(=O)OCC=C(C)CCC=C(C)C(=O)OCC12C3C(C=COC3OC4C(C(C(C(O4)CO)O)O)O)C(C1O2)O
SMILES (Isomeric) C/C(=C/CO)/CC/C=C(\C)/C(=O)OC/C=C(\C)/CC/C=C(\C)/C(=O)OC[C@@]12[C@H]3[C@H](C=CO[C@H]3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)[C@@H]([C@@H]1O2)O
InChI InChI=1S/C35H50O14/c1-19(11-14-36)7-5-9-21(3)31(42)44-15-12-20(2)8-6-10-22(4)32(43)46-18-35-25-23(26(38)30(35)49-35)13-16-45-33(25)48-34-29(41)28(40)27(39)24(17-37)47-34/h9-13,16,23-30,33-34,36-41H,5-8,14-15,17-18H2,1-4H3/b19-11-,20-12+,21-9+,22-10+/t23-,24+,25-,26-,27+,28-,29+,30-,33-,34-,35+/m0/s1
InChI Key VMNHMZPQGFCPAY-LSJKOJEGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C35H50O14
Molecular Weight 694.80 g/mol
Exact Mass 694.32005626 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 0.84
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 16

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2E,6E)-8-[[(1R,2S,4S,5S,6S,10S)-5-hydroxy-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-2-yl]methoxy]-3,7-dimethyl-8-oxoocta-2,6-dienyl] (2E,6Z)-8-hydroxy-2,6-dimethylocta-2,6-dienoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6477 64.77%
Caco-2 - 0.8649 86.49%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8135 81.35%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8079 80.79%
OATP1B3 inhibitior + 0.8964 89.64%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.5548 55.48%
BSEP inhibitior + 0.9286 92.86%
P-glycoprotein inhibitior + 0.7403 74.03%
P-glycoprotein substrate - 0.6136 61.36%
CYP3A4 substrate + 0.6981 69.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8762 87.62%
CYP3A4 inhibition - 0.9225 92.25%
CYP2C9 inhibition - 0.8567 85.67%
CYP2C19 inhibition - 0.9039 90.39%
CYP2D6 inhibition - 0.9425 94.25%
CYP1A2 inhibition - 0.8678 86.78%
CYP2C8 inhibition + 0.5818 58.18%
CYP inhibitory promiscuity - 0.9363 93.63%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6625 66.25%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9183 91.83%
Skin irritation - 0.5820 58.20%
Skin corrosion - 0.9406 94.06%
Ames mutagenesis - 0.6070 60.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4079 40.79%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.7677 76.77%
skin sensitisation - 0.9095 90.95%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.6037 60.37%
Acute Oral Toxicity (c) I 0.6333 63.33%
Estrogen receptor binding + 0.8211 82.11%
Androgen receptor binding + 0.6324 63.24%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6815 68.15%
Aromatase binding + 0.6225 62.25%
PPAR gamma + 0.7250 72.50%
Honey bee toxicity - 0.7147 71.47%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6355 63.55%
Fish aquatic toxicity + 0.9631 96.31%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.17% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.25% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 91.23% 94.73%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.67% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.08% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.81% 99.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.20% 91.24%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.15% 96.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.84% 94.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.80% 97.25%
CHEMBL5255 O00206 Toll-like receptor 4 83.68% 92.50%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.12% 94.23%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.86% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.94% 97.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.40% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.39% 100.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.26% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.16% 86.33%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 80.83% 94.97%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.81% 98.75%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 80.49% 92.32%

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.
Penstemon newberryi

Cross-Links

Top
PubChem 162874579
LOTUS LTS0202909
wikiData Q105289093