[(2S,3R,4R,5S,6S)-2,3,5-trihydroxy-6-methyloxan-4-yl] (E)-3-(4-methoxyphenyl)prop-2-enoate

Details

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Internal ID 852a4c79-da43-4821-b9a8-5a822dd4a94a
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
IUPAC Name [(2S,3R,4R,5S,6S)-2,3,5-trihydroxy-6-methyloxan-4-yl] (E)-3-(4-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)O)O)OC(=O)C=CC2=CC=C(C=C2)OC)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)O)O)OC(=O)/C=C/C2=CC=C(C=C2)OC)O
InChI InChI=1S/C16H20O7/c1-9-13(18)15(14(19)16(20)22-9)23-12(17)8-5-10-3-6-11(21-2)7-4-10/h3-9,13-16,18-20H,1-2H3/b8-5+/t9-,13-,14+,15+,16-/m0/s1
InChI Key DAEQWCVOWRLLNI-SZYKTOHNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H20O7
Molecular Weight 324.32 g/mol
Exact Mass 324.12090297 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.08
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4R,5S,6S)-2,3,5-trihydroxy-6-methyloxan-4-yl] (E)-3-(4-methoxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6999 69.99%
Caco-2 + 0.5132 51.32%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5913 59.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9024 90.24%
OATP1B3 inhibitior + 0.9553 95.53%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.9004 90.04%
P-glycoprotein inhibitior - 0.8447 84.47%
P-glycoprotein substrate - 0.9249 92.49%
CYP3A4 substrate + 0.5193 51.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8624 86.24%
CYP3A4 inhibition + 0.5061 50.61%
CYP2C9 inhibition - 0.9187 91.87%
CYP2C19 inhibition - 0.8390 83.90%
CYP2D6 inhibition - 0.9085 90.85%
CYP1A2 inhibition - 0.8638 86.38%
CYP2C8 inhibition - 0.7796 77.96%
CYP inhibitory promiscuity + 0.5251 52.51%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9211 92.11%
Carcinogenicity (trinary) Non-required 0.5078 50.78%
Eye corrosion - 0.9640 96.40%
Eye irritation - 0.8977 89.77%
Skin irritation - 0.6344 63.44%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4784 47.84%
Micronuclear + 0.7600 76.00%
Hepatotoxicity - 0.6466 64.66%
skin sensitisation - 0.8266 82.66%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity - 0.6750 67.50%
Nephrotoxicity - 0.7852 78.52%
Acute Oral Toxicity (c) III 0.6606 66.06%
Estrogen receptor binding - 0.5952 59.52%
Androgen receptor binding - 0.6677 66.77%
Thyroid receptor binding - 0.4883 48.83%
Glucocorticoid receptor binding - 0.6386 63.86%
Aromatase binding + 0.5697 56.97%
PPAR gamma - 0.7867 78.67%
Honey bee toxicity - 0.8629 86.29%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.8819 88.19%

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 97.17% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.95% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.42% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.28% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.18% 96.00%
CHEMBL4208 P20618 Proteasome component C5 89.79% 90.00%
CHEMBL221 P23219 Cyclooxygenase-1 88.03% 90.17%
CHEMBL4040 P28482 MAP kinase ERK2 87.67% 83.82%
CHEMBL1951 P21397 Monoamine oxidase A 86.66% 91.49%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.11% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.67% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 82.59% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.68% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.05% 91.07%

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.
Premna microphylla

Cross-Links

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PubChem 163195058
LOTUS LTS0150449
wikiData Q104973501