cis-LigupurpurosideB

Details

Top
Internal ID b70c1dab-4604-43fa-bd14-e70e6e0bc2fb
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name [(2R,3R,4R,5R,6R)-4-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(hydroxymethyl)-6-[2-(4-hydroxyphenyl)ethoxy]oxan-3-yl] (Z)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(C(OC(C3OC(=O)C=CC4=CC=C(C=C4)O)CO)OCCC5=CC=C(C=C5)O)O)C)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H](O[C@H]([C@@H]([C@@H]2O)O)O[C@@H]3[C@H]([C@@H](O[C@@H]([C@H]3OC(=O)/C=C\C4=CC=C(C=C4)O)CO)OCCC5=CC=C(C=C5)O)O)C)O)O)O
InChI InChI=1S/C35H46O17/c1-16-24(40)25(41)27(43)34(47-16)51-30-17(2)48-35(28(44)26(30)42)52-32-29(45)33(46-14-13-19-5-10-21(38)11-6-19)49-22(15-36)31(32)50-23(39)12-7-18-3-8-20(37)9-4-18/h3-12,16-17,22,24-38,40-45H,13-15H2,1-2H3/b12-7-/t16-,17-,22+,24-,25+,26-,27+,28+,29+,30-,31+,32+,33+,34-,35-/m0/s1
InChI Key FNUMFJHHCJMAHD-ZJMCPLFTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C35H46O17
Molecular Weight 738.70 g/mol
Exact Mass 738.27349999 g/mol
Topological Polar Surface Area (TPSA) 264.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -1.58
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 12

Synonyms

Top
cis- Ligupurpuroside B
350588-96-4
AKOS040763770
[(2R,3R,4R,5R,6R)-4-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(hydroxymethyl)-6-[2-(4-hydroxyphenyl)ethoxy]oxan-3-yl] (Z)-3-(4-hydroxyphenyl)prop-2-enoate

2D Structure

Top
2D Structure of cis-LigupurpurosideB

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8062 80.62%
Caco-2 - 0.8893 88.93%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.9286 92.86%
Subcellular localzation Mitochondria 0.8182 81.82%
OATP2B1 inhibitior - 0.8622 86.22%
OATP1B1 inhibitior + 0.8587 85.87%
OATP1B3 inhibitior + 0.9446 94.46%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.7179 71.79%
P-glycoprotein inhibitior - 0.4341 43.41%
P-glycoprotein substrate - 0.5459 54.59%
CYP3A4 substrate + 0.6607 66.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8715 87.15%
CYP3A4 inhibition - 0.8555 85.55%
CYP2C9 inhibition - 0.8577 85.77%
CYP2C19 inhibition - 0.9090 90.90%
CYP2D6 inhibition - 0.9129 91.29%
CYP1A2 inhibition - 0.9061 90.61%
CYP2C8 inhibition + 0.7291 72.91%
CYP inhibitory promiscuity - 0.6532 65.32%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6659 66.59%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9135 91.35%
Skin irritation - 0.8474 84.74%
Skin corrosion - 0.9625 96.25%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7709 77.09%
Micronuclear - 0.6867 68.67%
Hepatotoxicity - 0.8875 88.75%
skin sensitisation - 0.8578 85.78%
Respiratory toxicity - 0.6556 65.56%
Reproductive toxicity - 0.5222 52.22%
Mitochondrial toxicity - 0.6750 67.50%
Nephrotoxicity - 0.9134 91.34%
Acute Oral Toxicity (c) III 0.7960 79.60%
Estrogen receptor binding + 0.7446 74.46%
Androgen receptor binding - 0.4858 48.58%
Thyroid receptor binding - 0.4872 48.72%
Glucocorticoid receptor binding + 0.5613 56.13%
Aromatase binding - 0.5365 53.65%
PPAR gamma + 0.6836 68.36%
Honey bee toxicity - 0.6444 64.44%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.7654 76.54%

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 98.21% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.69% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.90% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.33% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.97% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.32% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 90.65% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.53% 86.92%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.00% 96.00%
CHEMBL3194 P02766 Transthyretin 87.99% 90.71%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.38% 91.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.73% 95.89%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.64% 94.62%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.44% 85.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.87% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.89% 97.09%

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.
Ligustrum expansum

Cross-Links

Top
PubChem 101137753
LOTUS LTS0014484
wikiData Q104998529