PlantaeDB Logo
Login Sign-up

1-[4-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-methoxyphenyl]propan-1-one

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 9eca3434-f4a4-4915-979b-3deff3046b5b
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 1-[4-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-methoxyphenyl]propan-1-one
SMILES (Canonical) CCC(=O)C1=CC(=C(C=C1)OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O)OC
SMILES (Isomeric) CCC(=O)C1=CC(=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@](CO3)(CO)O)O)O)O)O)OC
InChI InChI=1S/C21H30O12/c1-3-11(23)10-4-5-12(13(6-10)29-2)32-19-17(26)16(25)15(24)14(33-19)7-30-20-18(27)21(28,8-22)9-31-20/h4-6,14-20,22,24-28H,3,7-9H2,1-2H3/t14-,15-,16+,17-,18+,19-,20-,21-/m1/s1
InChI Key RDINPXRWQHXKQV-RHAOSNMYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C21H30O12
Molecular Weight 474.50 g/mol
Exact Mass 474.17372639 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP -1.90
Atomic LogP (AlogP) -2.07
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 1-[4-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-methoxyphenyl]propan-1-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5000 50.00%
Caco-2 - 0.8141 81.41%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7164 71.64%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9168 91.68%
OATP1B3 inhibitior + 0.9506 95.06%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5798 57.98%
P-glycoprotein inhibitior - 0.6640 66.40%
P-glycoprotein substrate - 0.5715 57.15%
CYP3A4 substrate + 0.6293 62.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8372 83.72%
CYP3A4 inhibition - 0.7855 78.55%
CYP2C9 inhibition - 0.8598 85.98%
CYP2C19 inhibition - 0.8356 83.56%
CYP2D6 inhibition - 0.9198 91.98%
CYP1A2 inhibition - 0.8415 84.15%
CYP2C8 inhibition + 0.7238 72.38%
CYP inhibitory promiscuity - 0.8052 80.52%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6497 64.97%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9520 95.20%
Skin irritation - 0.8210 82.10%
Skin corrosion - 0.9512 95.12%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3601 36.01%
Micronuclear - 0.6226 62.26%
Hepatotoxicity - 0.6708 67.08%
skin sensitisation - 0.8365 83.65%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8095 80.95%
Acute Oral Toxicity (c) III 0.6794 67.94%
Estrogen receptor binding + 0.7757 77.57%
Androgen receptor binding - 0.6173 61.73%
Thyroid receptor binding + 0.5453 54.53%
Glucocorticoid receptor binding + 0.6105 61.05%
Aromatase binding + 0.6518 65.18%
PPAR gamma + 0.6499 64.99%
Honey bee toxicity - 0.8602 86.02%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6766 67.66%
Fish aquatic toxicity + 0.6476 64.76%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.53% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.66% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.35% 92.94%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.98% 91.11%
CHEMBL4208 P20618 Proteasome component C5 91.21% 90.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.72% 96.95%
CHEMBL220 P22303 Acetylcholinesterase 90.47% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.16% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.93% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.49% 97.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.21% 97.21%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.75% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.71% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.67% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.96% 95.89%
CHEMBL2535 P11166 Glucose transporter 84.87% 98.75%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.19% 96.90%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.31% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.18% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.00% 92.62%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.63% 94.33%

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.
Glehnia littoralis

Cross-Links

Top
PubChem 11070763
LOTUS LTS0095700
wikiData Q105234239