2-Phenyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropanoic acid

Details

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Internal ID a698e54f-9856-4212-898b-35fb82031d40
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Sugar acids and derivatives
IUPAC Name 2-phenyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropanoic acid
SMILES (Canonical) C1=CC=C(C=C1)C(COC2C(C(C(C(O2)CO)O)O)O)C(=O)O
SMILES (Isomeric) C1=CC=C(C=C1)C(COC2C(C(C(C(O2)CO)O)O)O)C(=O)O
InChI InChI=1S/C15H20O8/c16-6-10-11(17)12(18)13(19)15(23-10)22-7-9(14(20)21)8-4-2-1-3-5-8/h1-5,9-13,15-19H,6-7H2,(H,20,21)
InChI Key QKSXDTCOXDRTCI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H20O8
Molecular Weight 328.31 g/mol
Exact Mass 328.11581759 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -1.33
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-Phenyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8952 89.52%
Caco-2 - 0.8899 88.99%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7531 75.31%
OATP2B1 inhibitior - 0.8583 85.83%
OATP1B1 inhibitior + 0.9315 93.15%
OATP1B3 inhibitior + 0.9420 94.20%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.9472 94.72%
P-glycoprotein inhibitior - 0.9310 93.10%
P-glycoprotein substrate - 0.9779 97.79%
CYP3A4 substrate - 0.5838 58.38%
CYP2C9 substrate - 0.6004 60.04%
CYP2D6 substrate - 0.8770 87.70%
CYP3A4 inhibition - 0.9354 93.54%
CYP2C9 inhibition - 0.9147 91.47%
CYP2C19 inhibition - 0.9224 92.24%
CYP2D6 inhibition - 0.9425 94.25%
CYP1A2 inhibition - 0.9523 95.23%
CYP2C8 inhibition - 0.9300 93.00%
CYP inhibitory promiscuity - 0.8187 81.87%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6969 69.69%
Eye corrosion - 0.9933 99.33%
Eye irritation - 0.8589 85.89%
Skin irritation - 0.8680 86.80%
Skin corrosion - 0.9761 97.61%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6541 65.41%
Micronuclear - 0.6741 67.41%
Hepatotoxicity - 0.7289 72.89%
skin sensitisation - 0.9103 91.03%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity - 0.5778 57.78%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.7751 77.51%
Acute Oral Toxicity (c) III 0.5025 50.25%
Estrogen receptor binding - 0.7046 70.46%
Androgen receptor binding - 0.5056 50.56%
Thyroid receptor binding - 0.6679 66.79%
Glucocorticoid receptor binding - 0.6989 69.89%
Aromatase binding - 0.6071 60.71%
PPAR gamma + 0.6367 63.67%
Honey bee toxicity - 0.8328 83.28%
Biodegradation - 0.5000 50.00%
Crustacea aquatic toxicity - 0.5655 56.55%
Fish aquatic toxicity - 0.5990 59.90%

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 95.41% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.38% 96.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 94.45% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 93.88% 94.08%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 91.49% 94.23%
CHEMBL2581 P07339 Cathepsin D 89.84% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.72% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.25% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 86.25% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.32% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.95% 95.50%

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.
Panax ginseng

Cross-Links

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PubChem 14352574
LOTUS LTS0181140
wikiData Q105223303