[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S)-2-(3-benzoylphenyl)propanoate

Details

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Internal ID 95c89ce6-74ba-446c-8e5e-452973f0fe9f
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzophenones
IUPAC Name [(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S)-2-(3-benzoylphenyl)propanoate
SMILES (Canonical) CC(C1=CC(=CC=C1)C(=O)C2=CC=CC=C2)C(=O)OC3C(C(C(C(O3)CO)O)O)O
SMILES (Isomeric) C[C@@H](C1=CC(=CC=C1)C(=O)C2=CC=CC=C2)C(=O)O[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)O
InChI InChI=1S/C22H24O8/c1-12(21(28)30-22-20(27)19(26)18(25)16(11-23)29-22)14-8-5-9-15(10-14)17(24)13-6-3-2-4-7-13/h2-10,12,16,18-20,22-23,25-27H,11H2,1H3/t12-,16-,18-,19+,20-,22+/m0/s1
InChI Key DWRHBEOTOFQYBP-UJCVDSAYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H24O8
Molecular Weight 416.40 g/mol
Exact Mass 416.14711772 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 0.36
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S)-2-(3-benzoylphenyl)propanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8849 88.49%
Caco-2 - 0.8227 82.27%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7826 78.26%
OATP2B1 inhibitior - 0.8433 84.33%
OATP1B1 inhibitior + 0.8789 87.89%
OATP1B3 inhibitior + 0.9383 93.83%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.7773 77.73%
P-glycoprotein inhibitior - 0.7027 70.27%
P-glycoprotein substrate - 0.8958 89.58%
CYP3A4 substrate - 0.5231 52.31%
CYP2C9 substrate - 0.6003 60.03%
CYP2D6 substrate - 0.8698 86.98%
CYP3A4 inhibition - 0.9152 91.52%
CYP2C9 inhibition - 0.9019 90.19%
CYP2C19 inhibition - 0.9516 95.16%
CYP2D6 inhibition - 0.9552 95.52%
CYP1A2 inhibition - 0.9543 95.43%
CYP2C8 inhibition - 0.6841 68.41%
CYP inhibitory promiscuity - 0.8898 88.98%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7505 75.05%
Eye corrosion - 0.9941 99.41%
Eye irritation - 0.9470 94.70%
Skin irritation - 0.8906 89.06%
Skin corrosion - 0.9695 96.95%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4949 49.49%
Micronuclear - 0.5041 50.41%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.9414 94.14%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.5111 51.11%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8741 87.41%
Acute Oral Toxicity (c) III 0.6657 66.57%
Estrogen receptor binding + 0.7360 73.60%
Androgen receptor binding + 0.5898 58.98%
Thyroid receptor binding + 0.5672 56.72%
Glucocorticoid receptor binding + 0.5810 58.10%
Aromatase binding - 0.5000 50.00%
PPAR gamma - 0.5267 52.67%
Honey bee toxicity - 0.8362 83.62%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5245 52.45%
Fish aquatic toxicity + 0.7378 73.78%

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 97.03% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.69% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 93.38% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.31% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 93.16% 94.73%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.24% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 91.33% 95.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.53% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.56% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.95% 96.00%
CHEMBL2535 P11166 Glucose transporter 87.88% 98.75%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.01% 94.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.94% 95.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.74% 94.08%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.42% 94.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.70% 95.89%

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 162878582
LOTUS LTS0059644
wikiData Q104990710