3-[4-Methoxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoic acid

Details

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Internal ID 6b6dd574-c3e2-4832-99da-d87827529f7e
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 3-[4-methoxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoic acid
SMILES (Canonical) COC1=CC(=C(C=C1)C=CC(=O)O)OC2C(C(C(C(O2)CO)O)O)O
SMILES (Isomeric) COC1=CC(=C(C=C1)C=CC(=O)O)OC2C(C(C(C(O2)CO)O)O)O
InChI InChI=1S/C16H20O9/c1-23-9-4-2-8(3-5-12(18)19)10(6-9)24-16-15(22)14(21)13(20)11(7-17)25-16/h2-6,11,13-17,20-22H,7H2,1H3,(H,18,19)
InChI Key FQWZGEBZILOCET-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H20O9
Molecular Weight 356.32 g/mol
Exact Mass 356.11073221 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -1.03
H-Bond Acceptor 8
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 3-[4-Methoxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5999 59.99%
Caco-2 - 0.7503 75.03%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6113 61.13%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.8826 88.26%
OATP1B3 inhibitior + 0.9745 97.45%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.7158 71.58%
P-glycoprotein inhibitior - 0.9182 91.82%
P-glycoprotein substrate - 0.9072 90.72%
CYP3A4 substrate + 0.5173 51.73%
CYP2C9 substrate - 0.8004 80.04%
CYP2D6 substrate - 0.8631 86.31%
CYP3A4 inhibition - 0.8029 80.29%
CYP2C9 inhibition - 0.8622 86.22%
CYP2C19 inhibition - 0.8645 86.45%
CYP2D6 inhibition - 0.9104 91.04%
CYP1A2 inhibition - 0.8780 87.80%
CYP2C8 inhibition - 0.5606 56.06%
CYP inhibitory promiscuity - 0.5991 59.91%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7362 73.62%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.8778 87.78%
Skin irritation - 0.8038 80.38%
Skin corrosion - 0.9548 95.48%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5375 53.75%
Micronuclear + 0.5233 52.33%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.8220 82.20%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.7665 76.65%
Acute Oral Toxicity (c) III 0.7589 75.89%
Estrogen receptor binding - 0.5000 50.00%
Androgen receptor binding - 0.5090 50.90%
Thyroid receptor binding - 0.5590 55.90%
Glucocorticoid receptor binding + 0.6742 67.42%
Aromatase binding + 0.5744 57.44%
PPAR gamma - 0.5744 57.44%
Honey bee toxicity - 0.9032 90.32%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 0.6926 69.26%

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 98.52% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.08% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.05% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.14% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.45% 99.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.41% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.69% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.87% 86.92%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.66% 95.89%
CHEMBL4208 P20618 Proteasome component C5 88.45% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 87.83% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.38% 89.00%
CHEMBL2581 P07339 Cathepsin D 83.46% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.68% 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.
Ficus sagittata

Cross-Links

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PubChem 74135933
LOTUS LTS0088477
wikiData Q104999972