PlantaeDB Logo
Login Sign-up

methyl (1S,4aR,6S,7R,7aS)-4a,7-dihydroxy-7-methyl-6-octoxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)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 30eb7b42-455d-4a4f-9e68-134b65add441
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name methyl (1S,4aR,6S,7R,7aS)-4a,7-dihydroxy-7-methyl-6-octoxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
SMILES (Canonical) CCCCCCCCOC1CC2(C(C1(C)O)C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O
SMILES (Isomeric) CCCCCCCCO[C@H]1C[C@]2([C@@H]([C@@]1(C)O)[C@@H](OC=C2C(=O)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
InChI InChI=1S/C25H42O12/c1-4-5-6-7-8-9-10-34-16-11-25(32)14(21(30)33-3)13-35-23(20(25)24(16,2)31)37-22-19(29)18(28)17(27)15(12-26)36-22/h13,15-20,22-23,26-29,31-32H,4-12H2,1-3H3/t15-,16+,17-,18+,19-,20-,22+,23+,24+,25+/m1/s1
InChI Key BJJIXMQSMBBRTG-QFEVPAPNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C25H42O12
Molecular Weight 534.60 g/mol
Exact Mass 534.26762677 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP 0.80
Atomic LogP (AlogP) -0.54
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 12

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (1S,4aR,6S,7R,7aS)-4a,7-dihydroxy-7-methyl-6-octoxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)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 + 0.8124 81.24%
Caco-2 - 0.8336 83.36%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7018 70.18%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior + 0.7944 79.44%
OATP1B3 inhibitior + 0.8860 88.60%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.6318 63.18%
P-glycoprotein inhibitior - 0.5204 52.04%
P-glycoprotein substrate - 0.5408 54.08%
CYP3A4 substrate + 0.6931 69.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8734 87.34%
CYP3A4 inhibition - 0.9163 91.63%
CYP2C9 inhibition - 0.9075 90.75%
CYP2C19 inhibition - 0.8943 89.43%
CYP2D6 inhibition - 0.9391 93.91%
CYP1A2 inhibition - 0.9191 91.91%
CYP2C8 inhibition + 0.5299 52.99%
CYP inhibitory promiscuity - 0.9378 93.78%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6433 64.33%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9361 93.61%
Skin irritation - 0.5310 53.10%
Skin corrosion - 0.9468 94.68%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6575 65.75%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7766 77.66%
skin sensitisation - 0.9157 91.57%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7082 70.82%
Acute Oral Toxicity (c) I 0.3789 37.89%
Estrogen receptor binding + 0.6839 68.39%
Androgen receptor binding + 0.5995 59.95%
Thyroid receptor binding - 0.5397 53.97%
Glucocorticoid receptor binding + 0.5583 55.83%
Aromatase binding + 0.7198 71.98%
PPAR gamma + 0.5269 52.69%
Honey bee toxicity - 0.8538 85.38%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5034 50.34%
Fish aquatic toxicity + 0.9005 90.05%

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 98.78% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.62% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.25% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.99% 99.17%
CHEMBL2581 P07339 Cathepsin D 92.08% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.62% 91.24%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.10% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.84% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 87.01% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.77% 94.33%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.31% 92.86%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.00% 96.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.41% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 84.23% 94.73%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.68% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.59% 95.50%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 83.33% 97.29%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.96% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.96% 96.90%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.39% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.38% 93.56%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.70% 92.88%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.48% 97.09%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 81.21% 92.08%

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.
Fridericia elegans

Cross-Links

Top
PubChem 101085912
LOTUS LTS0179535
wikiData Q104937125