2-(4-hydroxyphenyl)ethyl (1R,4aS,8S,8aS)-1-methyl-3-oxo-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,8,8a-tetrahydro-1H-pyrano[3,4-c]pyran-5-carboxylate

Details

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Internal ID 14ded8bc-515c-444b-bdd2-5b67ee601b4c
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name 2-(4-hydroxyphenyl)ethyl (1R,4aS,8S,8aS)-1-methyl-3-oxo-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,8,8a-tetrahydro-1H-pyrano[3,4-c]pyran-5-carboxylate
SMILES (Canonical) CC1C2C(CC(=O)O1)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OCCC4=CC=C(C=C4)O
SMILES (Isomeric) C[C@@H]1[C@@H]2[C@H](CC(=O)O1)C(=CO[C@H]2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)OCCC4=CC=C(C=C4)O
InChI InChI=1S/C24H30O12/c1-11-18-14(8-17(27)34-11)15(22(31)32-7-6-12-2-4-13(26)5-3-12)10-33-23(18)36-24-21(30)20(29)19(28)16(9-25)35-24/h2-5,10-11,14,16,18-21,23-26,28-30H,6-9H2,1H3/t11-,14-,16-,18-,19-,20+,21-,23+,24+/m1/s1
InChI Key RNOSRBVWKHBXEU-SAMBKUHRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H30O12
Molecular Weight 510.50 g/mol
Exact Mass 510.17372639 g/mol
Topological Polar Surface Area (TPSA) 181.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -0.90
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(4-hydroxyphenyl)ethyl (1R,4aS,8S,8aS)-1-methyl-3-oxo-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,8,8a-tetrahydro-1H-pyrano[3,4-c]pyran-5-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5747 57.47%
Caco-2 - 0.8908 89.08%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7555 75.55%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior - 0.3164 31.64%
OATP1B3 inhibitior + 0.9465 94.65%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.5696 56.96%
P-glycoprotein inhibitior - 0.6058 60.58%
P-glycoprotein substrate - 0.5608 56.08%
CYP3A4 substrate + 0.6577 65.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8775 87.75%
CYP3A4 inhibition - 0.9458 94.58%
CYP2C9 inhibition - 0.7902 79.02%
CYP2C19 inhibition - 0.7921 79.21%
CYP2D6 inhibition - 0.9024 90.24%
CYP1A2 inhibition - 0.7734 77.34%
CYP2C8 inhibition + 0.6506 65.06%
CYP inhibitory promiscuity - 0.7447 74.47%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5909 59.09%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9409 94.09%
Skin irritation - 0.7850 78.50%
Skin corrosion - 0.9476 94.76%
Ames mutagenesis - 0.5337 53.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4306 43.06%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.7698 76.98%
skin sensitisation - 0.8435 84.35%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.5988 59.88%
Acute Oral Toxicity (c) III 0.5960 59.60%
Estrogen receptor binding + 0.7845 78.45%
Androgen receptor binding + 0.7062 70.62%
Thyroid receptor binding - 0.5620 56.20%
Glucocorticoid receptor binding + 0.6215 62.15%
Aromatase binding - 0.4944 49.44%
PPAR gamma + 0.6069 60.69%
Honey bee toxicity - 0.7524 75.24%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6150 61.50%
Fish aquatic toxicity + 0.7949 79.49%

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 96.28% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.68% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.49% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.29% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.22% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.57% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.61% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.53% 89.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.41% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.03% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 87.18% 94.73%
CHEMBL3437 Q16853 Amine oxidase, copper containing 86.67% 94.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.80% 85.00%
CHEMBL5255 O00206 Toll-like receptor 4 83.37% 92.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.72% 90.71%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.02% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.01% 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.
Syringa vulgaris

Cross-Links

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PubChem 21593826
LOTUS LTS0110232
wikiData Q105241682