PlantaeDB Logo
Login Sign-up

[2-[6-(Benzoyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxyphenyl]methyl 1-hydroxy-5-[[5-hydroxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methylidene]-6-oxocyclohex-2-ene-1-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 3dace41a-a62b-4bdf-bb0b-a1bd2cf43392
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [2-[6-(benzoyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxyphenyl]methyl 1-hydroxy-5-[[5-hydroxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methylidene]-6-oxocyclohex-2-ene-1-carboxylate
SMILES (Canonical) C1C=CC(C(=O)C1=CC2=C(C=CC(=C2)O)OC3C(C(C(C(O3)CO)O)O)O)(C(=O)OCC4=C(C=CC(=C4)O)OC5C(C(C(C(O5)COC(=O)C6=CC=CC=C6)O)O)O)O
SMILES (Isomeric) C1C=CC(C(=O)C1=CC2=C(C=CC(=C2)O)OC3C(C(C(C(O3)CO)O)O)O)(C(=O)OCC4=C(C=CC(=C4)O)OC5C(C(C(C(O5)COC(=O)C6=CC=CC=C6)O)O)O)O
InChI InChI=1S/C40H42O19/c41-16-27-29(44)31(46)33(48)37(58-27)56-25-10-8-23(42)14-21(25)13-20-7-4-12-40(53,35(20)50)39(52)55-17-22-15-24(43)9-11-26(22)57-38-34(49)32(47)30(45)28(59-38)18-54-36(51)19-5-2-1-3-6-19/h1-6,8-15,27-34,37-38,41-49,53H,7,16-18H2
InChI Key VJDJBHKKFHYOAP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C40H42O19
Molecular Weight 826.70 g/mol
Exact Mass 826.23202911 g/mol
Topological Polar Surface Area (TPSA) 309.00 Ų
XlogP 0.40
Atomic LogP (AlogP) -1.29
H-Bond Acceptor 19
H-Bond Donor 10
Rotatable Bonds 12

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [2-[6-(Benzoyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxyphenyl]methyl 1-hydroxy-5-[[5-hydroxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methylidene]-6-oxocyclohex-2-ene-1-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7072 70.72%
Caco-2 - 0.8766 87.66%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6476 64.76%
OATP2B1 inhibitior - 0.7136 71.36%
OATP1B1 inhibitior + 0.8392 83.92%
OATP1B3 inhibitior + 0.9493 94.93%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8564 85.64%
P-glycoprotein inhibitior + 0.7301 73.01%
P-glycoprotein substrate - 0.6091 60.91%
CYP3A4 substrate + 0.6800 68.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8560 85.60%
CYP3A4 inhibition - 0.9239 92.39%
CYP2C9 inhibition - 0.7157 71.57%
CYP2C19 inhibition - 0.7313 73.13%
CYP2D6 inhibition - 0.9095 90.95%
CYP1A2 inhibition - 0.8745 87.45%
CYP2C8 inhibition + 0.7808 78.08%
CYP inhibitory promiscuity - 0.7643 76.43%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6743 67.43%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9016 90.16%
Skin irritation - 0.8338 83.38%
Skin corrosion - 0.9497 94.97%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7855 78.55%
Micronuclear + 0.5033 50.33%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.7613 76.13%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.7619 76.19%
Acute Oral Toxicity (c) III 0.5458 54.58%
Estrogen receptor binding + 0.7713 77.13%
Androgen receptor binding + 0.6831 68.31%
Thyroid receptor binding + 0.5507 55.07%
Glucocorticoid receptor binding + 0.6019 60.19%
Aromatase binding - 0.4942 49.42%
PPAR gamma + 0.7131 71.31%
Honey bee toxicity - 0.7206 72.06%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9293 92.93%

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 99.12% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.21% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.66% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.33% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.64% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.23% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.19% 96.09%
CHEMBL2581 P07339 Cathepsin D 88.78% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.21% 99.17%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.75% 94.23%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.68% 83.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.52% 94.62%
CHEMBL3891 P07384 Calpain 1 84.08% 93.04%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.96% 91.07%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.65% 89.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.55% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.54% 95.89%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 82.06% 83.57%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.96% 85.14%

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.
Itoa orientalis

Cross-Links

Top
PubChem 74342659
LOTUS LTS0086604
wikiData Q105287171