2-hydroxy-6-[2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethyl]benzoic acid

Details

Top
Internal ID c509e5b9-fca7-42da-8cdf-3bc1c267daec
Taxonomy Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
IUPAC Name 2-hydroxy-6-[2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethyl]benzoic acid
SMILES (Canonical) C1=CC(=C(C(=C1)O)C(=O)O)CCC2=CC(=C(C=C2)O)OC3C(C(C(C(O3)CO)O)O)O
SMILES (Isomeric) C1=CC(=C(C(=C1)O)C(=O)O)CCC2=CC(=C(C=C2)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChI InChI=1S/C21H24O10/c22-9-15-17(25)18(26)19(27)21(31-15)30-14-8-10(5-7-12(14)23)4-6-11-2-1-3-13(24)16(11)20(28)29/h1-3,5,7-8,15,17-19,21-27H,4,6,9H2,(H,28,29)/t15-,17-,18+,19-,21-/m1/s1
InChI Key JVFJBTGULIZPEK-PEVLUNPASA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C21H24O10
Molecular Weight 436.40 g/mol
Exact Mass 436.13694696 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 1.30
Atomic LogP (AlogP) -0.24
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-hydroxy-6-[2-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethyl]benzoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7510 75.10%
Caco-2 - 0.9215 92.15%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7630 76.30%
OATP2B1 inhibitior - 0.5606 56.06%
OATP1B1 inhibitior + 0.9244 92.44%
OATP1B3 inhibitior + 0.9011 90.11%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6459 64.59%
P-glycoprotein inhibitior - 0.6212 62.12%
P-glycoprotein substrate - 0.7844 78.44%
CYP3A4 substrate + 0.5652 56.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8741 87.41%
CYP3A4 inhibition - 0.8751 87.51%
CYP2C9 inhibition + 0.5454 54.54%
CYP2C19 inhibition - 0.8258 82.58%
CYP2D6 inhibition - 0.9235 92.35%
CYP1A2 inhibition - 0.9046 90.46%
CYP2C8 inhibition + 0.6501 65.01%
CYP inhibitory promiscuity - 0.7838 78.38%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7465 74.65%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.8630 86.30%
Skin irritation - 0.8164 81.64%
Skin corrosion - 0.9629 96.29%
Ames mutagenesis - 0.5523 55.23%
Human Ether-a-go-go-Related Gene inhibition - 0.5741 57.41%
Micronuclear - 0.6067 60.67%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8315 83.15%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.5444 54.44%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.7113 71.13%
Acute Oral Toxicity (c) III 0.7398 73.98%
Estrogen receptor binding + 0.7302 73.02%
Androgen receptor binding - 0.5310 53.10%
Thyroid receptor binding + 0.5631 56.31%
Glucocorticoid receptor binding - 0.5928 59.28%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7613 76.13%
Honey bee toxicity - 0.7983 79.83%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 0.6914 69.14%

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 98.95% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.36% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.17% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.81% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 91.16% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.86% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.50% 99.15%
CHEMBL3194 P02766 Transthyretin 88.39% 90.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.08% 95.50%
CHEMBL1255126 O15151 Protein Mdm4 87.91% 90.20%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.38% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.66% 86.92%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.52% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.44% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 82.38% 95.93%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 81.82% 83.57%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 80.08% 100.00%

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.
Ricciocarpos natans

Cross-Links

Top
PubChem 101634590
LOTUS LTS0021118
wikiData Q105135668