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

Details

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Internal ID 14765ad0-d084-4867-8017-2f7948e5eab0
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name (2R)-2-[4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propanoic acid
SMILES (Canonical) CC(C1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O)C(=O)O
SMILES (Isomeric) C[C@H](C1=CC=C(C=C1)O[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)CO)O)O)O)C(=O)O
InChI InChI=1S/C15H20O8/c1-7(14(20)21)8-2-4-9(5-3-8)22-15-13(19)12(18)11(17)10(6-16)23-15/h2-5,7,10-13,15-19H,6H2,1H3,(H,20,21)/t7-,10+,11+,12-,13+,15+/m1/s1
InChI Key BVJMHIAJLGZOHQ-MBUAWJIVSA-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 0.10
Atomic LogP (AlogP) -0.95
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-[4-[(2R,3S,4R,5R,6S)-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 - 0.7476 74.76%
Caco-2 - 0.7506 75.06%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7640 76.40%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9360 93.60%
OATP1B3 inhibitior + 0.9496 94.96%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.8183 81.83%
P-glycoprotein inhibitior - 0.9333 93.33%
P-glycoprotein substrate - 0.9700 97.00%
CYP3A4 substrate - 0.6082 60.82%
CYP2C9 substrate - 0.6005 60.05%
CYP2D6 substrate - 0.8882 88.82%
CYP3A4 inhibition - 0.9017 90.17%
CYP2C9 inhibition - 0.9026 90.26%
CYP2C19 inhibition - 0.9495 94.95%
CYP2D6 inhibition - 0.9524 95.24%
CYP1A2 inhibition - 0.9326 93.26%
CYP2C8 inhibition - 0.9640 96.40%
CYP inhibitory promiscuity - 0.7195 71.95%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7030 70.30%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9185 91.85%
Skin irritation - 0.8277 82.77%
Skin corrosion - 0.9666 96.66%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6721 67.21%
Micronuclear - 0.5567 55.67%
Hepatotoxicity - 0.7194 71.94%
skin sensitisation - 0.8954 89.54%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity - 0.6750 67.50%
Nephrotoxicity - 0.7504 75.04%
Acute Oral Toxicity (c) III 0.7610 76.10%
Estrogen receptor binding - 0.7683 76.83%
Androgen receptor binding - 0.5587 55.87%
Thyroid receptor binding - 0.5281 52.81%
Glucocorticoid receptor binding - 0.6417 64.17%
Aromatase binding - 0.5911 59.11%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.8965 89.65%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.8450 84.50%
Fish aquatic toxicity - 0.4264 42.64%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.29% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.04% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.63% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.71% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 88.47% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.43% 96.00%
CHEMBL221 P23219 Cyclooxygenase-1 87.28% 90.17%
CHEMBL4208 P20618 Proteasome component C5 87.27% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.75% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.50% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.14% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.08% 93.56%

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 162843932
LOTUS LTS0019227
wikiData Q104946601