PlantaeDB Logo
Login Sign-up

Methyl 4a,7-dihydroxy-7-methyl-1-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate

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 a3837b26-ac66-4e62-9dc3-60067927b0b0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name methyl 4a,7-dihydroxy-7-methyl-1-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
SMILES (Canonical) CC1(CCC2(C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O)O)O
SMILES (Isomeric) CC1(CCC2(C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O)O)O
InChI InChI=1S/C23H36O16/c1-22(32)3-4-23(33)8(18(31)34-2)6-35-21(17(22)23)39-20-16(30)14(28)12(26)10(38-20)7-36-19-15(29)13(27)11(25)9(5-24)37-19/h6,9-17,19-21,24-30,32-33H,3-5,7H2,1-2H3
InChI Key YZFPNNWLFMOBPS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C23H36O16
Molecular Weight 568.50 g/mol
Exact Mass 568.20033506 g/mol
Topological Polar Surface Area (TPSA) 255.00 Ų
XlogP -4.30
Atomic LogP (AlogP) -5.07
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of Methyl 4a,7-dihydroxy-7-methyl-1-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6541 65.41%
Caco-2 - 0.8761 87.61%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.6836 68.36%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8079 80.79%
OATP1B3 inhibitior + 0.9134 91.34%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8353 83.53%
BSEP inhibitior - 0.9059 90.59%
P-glycoprotein inhibitior - 0.6088 60.88%
P-glycoprotein substrate - 0.7196 71.96%
CYP3A4 substrate + 0.6663 66.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8720 87.20%
CYP3A4 inhibition - 0.9555 95.55%
CYP2C9 inhibition - 0.9039 90.39%
CYP2C19 inhibition - 0.9062 90.62%
CYP2D6 inhibition - 0.9198 91.98%
CYP1A2 inhibition - 0.8880 88.80%
CYP2C8 inhibition - 0.6239 62.39%
CYP inhibitory promiscuity - 0.9249 92.49%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6525 65.25%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9400 94.00%
Skin irritation - 0.6320 63.20%
Skin corrosion - 0.9343 93.43%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7015 70.15%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7898 78.98%
skin sensitisation - 0.8914 89.14%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.4783 47.83%
Acute Oral Toxicity (c) I 0.4331 43.31%
Estrogen receptor binding + 0.6450 64.50%
Androgen receptor binding + 0.5541 55.41%
Thyroid receptor binding - 0.5693 56.93%
Glucocorticoid receptor binding + 0.5637 56.37%
Aromatase binding + 0.6629 66.29%
PPAR gamma + 0.5581 55.81%
Honey bee toxicity - 0.7599 75.99%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7800 78.00%
Fish aquatic toxicity - 0.4226 42.26%

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 98.38% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.66% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.86% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.64% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 87.38% 90.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.76% 96.61%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.02% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.83% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.34% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.93% 96.00%
CHEMBL2581 P07339 Cathepsin D 82.90% 98.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.25% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 82.10% 94.73%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.95% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 81.42% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.33% 95.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.22% 96.95%
CHEMBL5028 O14672 ADAM10 80.73% 97.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.48% 96.90%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.37% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.19% 89.00%

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.
Lamium eriocephalum

Cross-Links

Top
PubChem 163036290
LOTUS LTS0007615
wikiData Q105369194