PlantaeDB Logo
Login Sign-up

3-[[(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methoxy]-3-oxopropanoic acid

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 9fccd242-a6e5-4833-a841-74862de0ec59
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 3-[[(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methoxy]-3-oxopropanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H30O17/c30-9-19-23(37)24(38)25(46-28-26(39)29(40,11-42-28)10-41-21(36)8-20(34)35)27(45-19)43-14-5-15(32)22-16(33)7-17(44-18(22)6-14)12-1-3-13(31)4-2-12/h1-7,19,23-28,30-32,37-40H,8-11H2,(H,34,35)/t19-,23-,24+,25-,26+,27-,28+,29-/m1/s1
InChI Key MQZQSQJNCILYCI-CQRLEKJLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H30O17
Molecular Weight 650.50 g/mol
Exact Mass 650.14829948 g/mol
Topological Polar Surface Area (TPSA) 268.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -1.46
H-Bond Acceptor 16
H-Bond Donor 8
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-[[(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methoxy]-3-oxopropanoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4604 46.04%
Caco-2 - 0.9018 90.18%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6537 65.37%
OATP2B1 inhibitior - 0.8428 84.28%
OATP1B1 inhibitior + 0.9203 92.03%
OATP1B3 inhibitior + 0.9654 96.54%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7354 73.54%
P-glycoprotein inhibitior + 0.6053 60.53%
P-glycoprotein substrate + 0.5232 52.32%
CYP3A4 substrate + 0.6828 68.28%
CYP2C9 substrate - 0.6163 61.63%
CYP2D6 substrate - 0.8706 87.06%
CYP3A4 inhibition - 0.8388 83.88%
CYP2C9 inhibition - 0.9233 92.33%
CYP2C19 inhibition - 0.8624 86.24%
CYP2D6 inhibition - 0.9192 91.92%
CYP1A2 inhibition - 0.9244 92.44%
CYP2C8 inhibition + 0.7634 76.34%
CYP inhibitory promiscuity - 0.8837 88.37%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5247 52.47%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9063 90.63%
Skin irritation - 0.8145 81.45%
Skin corrosion - 0.9475 94.75%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3778 37.78%
Micronuclear + 0.6359 63.59%
Hepatotoxicity - 0.6716 67.16%
skin sensitisation - 0.8937 89.37%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8755 87.55%
Acute Oral Toxicity (c) III 0.5334 53.34%
Estrogen receptor binding + 0.8642 86.42%
Androgen receptor binding + 0.7045 70.45%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6066 60.66%
Aromatase binding + 0.7441 74.41%
PPAR gamma + 0.7825 78.25%
Honey bee toxicity - 0.6929 69.29%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6650 66.50%
Fish aquatic toxicity + 0.8988 89.88%

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 99.74% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.06% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.80% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.39% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.95% 99.15%
CHEMBL2581 P07339 Cathepsin D 93.48% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.57% 97.09%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.91% 97.28%
CHEMBL220 P22303 Acetylcholinesterase 88.13% 94.45%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 88.11% 94.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.73% 95.56%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 87.33% 89.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.07% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.44% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 85.36% 91.19%
CHEMBL226 P30542 Adenosine A1 receptor 85.15% 95.93%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.10% 90.71%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.55% 86.92%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.88% 94.62%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.31% 95.83%
CHEMBL5255 O00206 Toll-like receptor 4 82.84% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.83% 94.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.12% 99.23%
CHEMBL4530 P00488 Coagulation factor XIII 82.04% 96.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.97% 85.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.31% 99.17%
CHEMBL3194 P02766 Transthyretin 81.19% 90.71%

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.
Monarda punctata

Cross-Links

Top
PubChem 163062770
LOTUS LTS0044348
wikiData Q105170424