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

Details

Top
Internal ID 2ab67f10-909b-4b93-85e9-f3c8f5249dbe
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
IUPAC Name [(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 4-hydroxy-2-methylidenebutanoate
SMILES (Canonical) C=C(CCO)C(=O)OC1C(C(C(C(O1)CO)O)O)O
SMILES (Isomeric) C=C(CCO)C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)CO)O)O)O
InChI InChI=1S/C11H18O8/c1-5(2-3-12)10(17)19-11-9(16)8(15)7(14)6(4-13)18-11/h6-9,11-16H,1-4H2/t6-,7+,8-,9+,11-/m0/s1
InChI Key SQRUWMQAWMLKPR-WNIYITNYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C11H18O8
Molecular Weight 278.26 g/mol
Exact Mass 278.10016753 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -2.73
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8100 81.00%
Caco-2 - 0.8205 82.05%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8012 80.12%
OATP2B1 inhibitior - 0.8579 85.79%
OATP1B1 inhibitior + 0.9133 91.33%
OATP1B3 inhibitior + 0.9492 94.92%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.9863 98.63%
P-glycoprotein inhibitior - 0.9350 93.50%
P-glycoprotein substrate - 0.9737 97.37%
CYP3A4 substrate - 0.5142 51.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8462 84.62%
CYP3A4 inhibition - 0.9329 93.29%
CYP2C9 inhibition - 0.8982 89.82%
CYP2C19 inhibition - 0.8455 84.55%
CYP2D6 inhibition - 0.9082 90.82%
CYP1A2 inhibition - 0.9242 92.42%
CYP2C8 inhibition - 0.9052 90.52%
CYP inhibitory promiscuity - 0.9480 94.80%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7680 76.80%
Eye corrosion - 0.9790 97.90%
Eye irritation - 0.9190 91.90%
Skin irritation - 0.7967 79.67%
Skin corrosion - 0.9396 93.96%
Ames mutagenesis - 0.8424 84.24%
Human Ether-a-go-go-Related Gene inhibition - 0.7297 72.97%
Micronuclear - 0.8741 87.41%
Hepatotoxicity - 0.7944 79.44%
skin sensitisation - 0.8145 81.45%
Respiratory toxicity - 0.6778 67.78%
Reproductive toxicity - 0.5111 51.11%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.5634 56.34%
Acute Oral Toxicity (c) III 0.4795 47.95%
Estrogen receptor binding - 0.6209 62.09%
Androgen receptor binding - 0.7388 73.88%
Thyroid receptor binding - 0.5844 58.44%
Glucocorticoid receptor binding - 0.4814 48.14%
Aromatase binding - 0.6822 68.22%
PPAR gamma - 0.6254 62.54%
Honey bee toxicity - 0.7556 75.56%
Biodegradation - 0.5250 52.50%
Crustacea aquatic toxicity - 0.9000 90.00%
Fish aquatic toxicity - 0.7063 70.63%

Targets

Top

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
CHEMBL4040 P28482 MAP kinase ERK2 94.07% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.84% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.84% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.27% 99.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.96% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 84.34% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.93% 86.92%
CHEMBL5255 O00206 Toll-like receptor 4 82.88% 92.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.26% 96.21%
CHEMBL220 P22303 Acetylcholinesterase 81.21% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.31% 96.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.12% 94.33%

Plants that contains it

Top
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.
Tulipa gesneriana
Tulipa turkestanica

Cross-Links

Top
PubChem 162887109
LOTUS LTS0156114
wikiData Q105258461