(2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(Z)-5-hydroxypent-2-enyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID 7d71cff3-dd2b-4c55-967a-599226c4d4ce
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(Z)-5-hydroxypent-2-enyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) C1=C(C=C(C=C1O)OC2C(C(C(C(O2)CO)O)O)O)CC=CCCO
SMILES (Isomeric) C1=C(C=C(C=C1O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C/C=C\CCO
InChI InChI=1S/C17H24O8/c18-5-3-1-2-4-10-6-11(20)8-12(7-10)24-17-16(23)15(22)14(21)13(9-19)25-17/h1-2,6-8,13-23H,3-5,9H2/b2-1-/t13-,14-,15+,16-,17-/m1/s1
InChI Key GTVICHHGJCEVTN-HDMXRYEDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H24O8
Molecular Weight 356.40 g/mol
Exact Mass 356.14711772 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -0.95
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(Z)-5-hydroxypent-2-enyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7423 74.23%
Caco-2 - 0.8545 85.45%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7784 77.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8669 86.69%
OATP1B3 inhibitior + 0.9407 94.07%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.8857 88.57%
P-glycoprotein inhibitior - 0.8733 87.33%
P-glycoprotein substrate - 0.9029 90.29%
CYP3A4 substrate + 0.5225 52.25%
CYP2C9 substrate - 0.8050 80.50%
CYP2D6 substrate - 0.7956 79.56%
CYP3A4 inhibition - 0.8523 85.23%
CYP2C9 inhibition - 0.9037 90.37%
CYP2C19 inhibition - 0.8049 80.49%
CYP2D6 inhibition - 0.8763 87.63%
CYP1A2 inhibition - 0.8821 88.21%
CYP2C8 inhibition - 0.5595 55.95%
CYP inhibitory promiscuity - 0.8696 86.96%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6759 67.59%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8586 85.86%
Skin irritation - 0.8081 80.81%
Skin corrosion - 0.9643 96.43%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6730 67.30%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.8321 83.21%
skin sensitisation - 0.8261 82.61%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.6384 63.84%
Acute Oral Toxicity (c) III 0.6704 67.04%
Estrogen receptor binding - 0.5480 54.80%
Androgen receptor binding - 0.6908 69.08%
Thyroid receptor binding + 0.5299 52.99%
Glucocorticoid receptor binding - 0.5385 53.85%
Aromatase binding + 0.5189 51.89%
PPAR gamma + 0.6658 66.58%
Honey bee toxicity - 0.7139 71.39%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.7588 75.88%

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 98.73% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.22% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.71% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 90.49% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.35% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 86.38% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.35% 95.89%
CHEMBL2581 P07339 Cathepsin D 85.25% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.08% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.51% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.51% 95.89%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 83.57% 83.57%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 83.12% 97.88%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.79% 85.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.35% 86.33%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.05% 89.67%

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.
Grevillea robusta
Rogeria adenophylla
Scrophularia ningpoensis

Cross-Links

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PubChem 101447980
LOTUS LTS0251414
wikiData Q105310282