(2R)-2-[(2S)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl]-2,3-dihydropyran-6-one

Details

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Internal ID 9658ef6d-0499-4c3f-ae09-93cae9ada4c8
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name (2R)-2-[(2S)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl]-2,3-dihydropyran-6-one
SMILES (Canonical) CC(CC1CC=CC(=O)O1)OC2C(C(C(C(O2)CO)O)O)O
SMILES (Isomeric) C[C@@H](C[C@H]1CC=CC(=O)O1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
InChI InChI=1S/C14H22O8/c1-7(5-8-3-2-4-10(16)21-8)20-14-13(19)12(18)11(17)9(6-15)22-14/h2,4,7-9,11-15,17-19H,3,5-6H2,1H3/t7-,8+,9+,11+,12-,13+,14+/m0/s1
InChI Key PVELSPIMHJCNLK-LRBFLHOCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C14H22O8
Molecular Weight 318.32 g/mol
Exact Mass 318.13146766 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -1.55
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8323 83.23%
Caco-2 - 0.8465 84.65%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7675 76.75%
OATP2B1 inhibitior - 0.8576 85.76%
OATP1B1 inhibitior + 0.9058 90.58%
OATP1B3 inhibitior + 0.9501 95.01%
MATE1 inhibitior - 0.9212 92.12%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.9281 92.81%
P-glycoprotein inhibitior - 0.9184 91.84%
P-glycoprotein substrate - 0.8701 87.01%
CYP3A4 substrate + 0.5223 52.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8910 89.10%
CYP3A4 inhibition - 0.9303 93.03%
CYP2C9 inhibition - 0.9175 91.75%
CYP2C19 inhibition - 0.9303 93.03%
CYP2D6 inhibition - 0.9423 94.23%
CYP1A2 inhibition - 0.9282 92.82%
CYP2C8 inhibition - 0.9435 94.35%
CYP inhibitory promiscuity - 0.8308 83.08%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6960 69.60%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9790 97.90%
Skin irritation - 0.8445 84.45%
Skin corrosion - 0.9613 96.13%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5858 58.58%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6372 63.72%
skin sensitisation - 0.8904 89.04%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity - 0.6222 62.22%
Mitochondrial toxicity - 0.7125 71.25%
Nephrotoxicity - 0.6123 61.23%
Acute Oral Toxicity (c) III 0.6226 62.26%
Estrogen receptor binding - 0.6306 63.06%
Androgen receptor binding - 0.7339 73.39%
Thyroid receptor binding + 0.5512 55.12%
Glucocorticoid receptor binding + 0.6304 63.04%
Aromatase binding + 0.5845 58.45%
PPAR gamma - 0.5943 59.43%
Honey bee toxicity - 0.8795 87.95%
Biodegradation - 0.5250 52.50%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity - 0.3931 39.31%

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
CHEMBL2581 P07339 Cathepsin D 94.58% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.56% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.70% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.64% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 87.54% 94.73%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.10% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.12% 97.09%
CHEMBL4072 P07858 Cathepsin B 82.52% 93.67%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.89% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.87% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.85% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.53% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.46% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.36% 94.00%

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.
Staphylea japonica

Cross-Links

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PubChem 100956118
LOTUS LTS0029413
wikiData Q105215419