[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

Details

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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

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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

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There are no found synonyms.

2D Structure

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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

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ADMET Properties (via admetSAR 2)

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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

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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

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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

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PubChem 74342659
LOTUS LTS0086604
wikiData Q105287171