3-[4-Hydroxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propanoic acid

Details

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Internal ID 80804b15-5924-4390-952d-f3f5c4883bfc
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 3-[4-hydroxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propanoic acid
SMILES (Canonical) C1=CC(=C(C=C1O)OC2C(C(C(C(O2)CO)O)O)O)CCC(=O)O
SMILES (Isomeric) C1=CC(=C(C=C1O)OC2C(C(C(C(O2)CO)O)O)O)CCC(=O)O
InChI InChI=1S/C15H20O9/c16-6-10-12(20)13(21)14(22)15(24-10)23-9-5-8(17)3-1-7(9)2-4-11(18)19/h1,3,5,10,12-17,20-22H,2,4,6H2,(H,18,19)
InChI Key ZOXGFRPOVZICLP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H20O9
Molecular Weight 344.31 g/mol
Exact Mass 344.11073221 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -1.41
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[4-Hydroxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6706 67.06%
Caco-2 - 0.8945 89.45%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6988 69.88%
OATP2B1 inhibitior - 0.8590 85.90%
OATP1B1 inhibitior + 0.9049 90.49%
OATP1B3 inhibitior + 0.9083 90.83%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.9508 95.08%
P-glycoprotein inhibitior - 0.9421 94.21%
P-glycoprotein substrate - 0.9220 92.20%
CYP3A4 substrate + 0.5112 51.12%
CYP2C9 substrate - 0.7987 79.87%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.8708 87.08%
CYP2C9 inhibition - 0.7093 70.93%
CYP2C19 inhibition - 0.9068 90.68%
CYP2D6 inhibition - 0.9133 91.33%
CYP1A2 inhibition - 0.9288 92.88%
CYP2C8 inhibition + 0.4877 48.77%
CYP inhibitory promiscuity - 0.8856 88.56%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7557 75.57%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.8548 85.48%
Skin irritation - 0.7763 77.63%
Skin corrosion - 0.9545 95.45%
Ames mutagenesis - 0.7870 78.70%
Human Ether-a-go-go-Related Gene inhibition - 0.6831 68.31%
Micronuclear - 0.6767 67.67%
Hepatotoxicity - 0.8875 88.75%
skin sensitisation - 0.7674 76.74%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8061 80.61%
Acute Oral Toxicity (c) III 0.7404 74.04%
Estrogen receptor binding - 0.6871 68.71%
Androgen receptor binding - 0.6572 65.72%
Thyroid receptor binding - 0.6286 62.86%
Glucocorticoid receptor binding - 0.6323 63.23%
Aromatase binding - 0.6256 62.56%
PPAR gamma + 0.5509 55.09%
Honey bee toxicity - 0.8264 82.64%
Biodegradation - 0.5500 55.00%
Crustacea aquatic toxicity - 0.8255 82.55%
Fish aquatic toxicity - 0.5924 59.24%

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 98.44% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.93% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.82% 99.17%
CHEMBL2581 P07339 Cathepsin D 94.54% 98.95%
CHEMBL220 P22303 Acetylcholinesterase 93.67% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.56% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.61% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 85.42% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.22% 99.15%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.85% 94.62%
CHEMBL3194 P02766 Transthyretin 83.43% 90.71%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.08% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.08% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.48% 89.00%

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.
Peucedanum japonicum

Cross-Links

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PubChem 72957555
LOTUS LTS0137508
wikiData Q105380762