[(2R,3S,4S,5R,6S)-6-[[(3S,4R,4aR)-4-ethenyl-4a-hydroxy-8-oxo-3,4,5,6-tetrahydropyrano[3,4-c]pyran-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2,3-dihydroxybenzoate

Details

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Internal ID 6109a13a-ba20-42f3-996c-a56860b3f519
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name [(2R,3S,4S,5R,6S)-6-[[(3S,4R,4aR)-4-ethenyl-4a-hydroxy-8-oxo-3,4,5,6-tetrahydropyrano[3,4-c]pyran-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2,3-dihydroxybenzoate
SMILES (Canonical) C=CC1C(OC=C2C1(CCOC2=O)O)OC3C(C(C(C(O3)COC(=O)C4=C(C(=CC=C4)O)O)O)O)O
SMILES (Isomeric) C=C[C@H]1[C@@H](OC=C2[C@]1(CCOC2=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C4=C(C(=CC=C4)O)O)O)O)O
InChI InChI=1S/C23H26O13/c1-2-11-21(34-8-12-20(30)32-7-6-23(11,12)31)36-22-18(28)17(27)16(26)14(35-22)9-33-19(29)10-4-3-5-13(24)15(10)25/h2-5,8,11,14,16-18,21-22,24-28,31H,1,6-7,9H2/t11-,14+,16+,17-,18+,21-,22-,23+/m0/s1
InChI Key RFPJOMPMFRQYIM-JXVMTUIQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H26O13
Molecular Weight 510.40 g/mol
Exact Mass 510.13734088 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -1.20
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[[(3S,4R,4aR)-4-ethenyl-4a-hydroxy-8-oxo-3,4,5,6-tetrahydropyrano[3,4-c]pyran-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2,3-dihydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6247 62.47%
Caco-2 - 0.8899 88.99%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6798 67.98%
OATP2B1 inhibitior - 0.8489 84.89%
OATP1B1 inhibitior + 0.8365 83.65%
OATP1B3 inhibitior + 0.9264 92.64%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7846 78.46%
BSEP inhibitior - 0.8315 83.15%
P-glycoprotein inhibitior - 0.5510 55.10%
P-glycoprotein substrate - 0.6072 60.72%
CYP3A4 substrate + 0.6829 68.29%
CYP2C9 substrate - 0.6121 61.21%
CYP2D6 substrate - 0.8673 86.73%
CYP3A4 inhibition - 0.8930 89.30%
CYP2C9 inhibition - 0.6813 68.13%
CYP2C19 inhibition - 0.6568 65.68%
CYP2D6 inhibition - 0.8196 81.96%
CYP1A2 inhibition - 0.7827 78.27%
CYP2C8 inhibition + 0.6477 64.77%
CYP inhibitory promiscuity - 0.9023 90.23%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6002 60.02%
Eye corrosion - 0.9857 98.57%
Eye irritation - 0.8925 89.25%
Skin irritation - 0.7549 75.49%
Skin corrosion - 0.9311 93.11%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5909 59.09%
Micronuclear - 0.5567 55.67%
Hepatotoxicity - 0.6566 65.66%
skin sensitisation - 0.7591 75.91%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.8875 88.75%
Acute Oral Toxicity (c) III 0.5116 51.16%
Estrogen receptor binding + 0.7565 75.65%
Androgen receptor binding + 0.6372 63.72%
Thyroid receptor binding + 0.5473 54.73%
Glucocorticoid receptor binding + 0.6876 68.76%
Aromatase binding + 0.6470 64.70%
PPAR gamma + 0.6979 69.79%
Honey bee toxicity - 0.7281 72.81%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9276 92.76%

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 98.45% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 96.65% 95.17%
CHEMBL220 P22303 Acetylcholinesterase 94.84% 94.45%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.66% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.66% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.82% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.35% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.31% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.01% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 88.54% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.32% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.01% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.91% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 86.37% 94.73%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.76% 96.61%
CHEMBL1937 Q92769 Histone deacetylase 2 84.46% 94.75%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.13% 91.24%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.71% 97.36%
CHEMBL3891 P07384 Calpain 1 82.12% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.98% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.97% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.80% 92.62%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.45% 83.00%

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.
Gentiana algida

Cross-Links

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PubChem 102094444
LOTUS LTS0207900
wikiData Q105235527