[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3,4-dihydroxy-2-methylidenebutanoate

Details

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Internal ID a0327851-b0db-4ac1-98e9-30d75cf7f09f
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
IUPAC Name [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3,4-dihydroxy-2-methylidenebutanoate
SMILES (Canonical) C=C(C(CO)O)C(=O)OC1C(C(C(C(O1)CO)O)O)O
SMILES (Isomeric) C=C(C(CO)O)C(=O)OC1C(C(C(C(O1)CO)O)O)O
InChI InChI=1S/C11H18O9/c1-4(5(14)2-12)10(18)20-11-9(17)8(16)7(15)6(3-13)19-11/h5-9,11-17H,1-3H2
InChI Key KVRQQFBSAHPTAB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C11H18O9
Molecular Weight 294.25 g/mol
Exact Mass 294.09508215 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP -3.00
Atomic LogP (AlogP) -3.76
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3,4-dihydroxy-2-methylidenebutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8030 80.30%
Caco-2 - 0.8590 85.90%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7334 73.34%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.9271 92.71%
OATP1B3 inhibitior + 0.9532 95.32%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.9882 98.82%
P-glycoprotein inhibitior - 0.9224 92.24%
P-glycoprotein substrate - 0.9723 97.23%
CYP3A4 substrate - 0.5149 51.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8560 85.60%
CYP3A4 inhibition - 0.9444 94.44%
CYP2C9 inhibition - 0.9319 93.19%
CYP2C19 inhibition - 0.8776 87.76%
CYP2D6 inhibition - 0.9185 91.85%
CYP1A2 inhibition - 0.9363 93.63%
CYP2C8 inhibition - 0.9155 91.55%
CYP inhibitory promiscuity - 0.9394 93.94%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7762 77.62%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.9156 91.56%
Skin irritation - 0.8087 80.87%
Skin corrosion - 0.9418 94.18%
Ames mutagenesis - 0.7470 74.70%
Human Ether-a-go-go-Related Gene inhibition - 0.6873 68.73%
Micronuclear - 0.7841 78.41%
Hepatotoxicity - 0.7802 78.02%
skin sensitisation - 0.8165 81.65%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity - 0.5333 53.33%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.6667 66.67%
Acute Oral Toxicity (c) III 0.4322 43.22%
Estrogen receptor binding + 0.5622 56.22%
Androgen receptor binding - 0.7409 74.09%
Thyroid receptor binding - 0.5176 51.76%
Glucocorticoid receptor binding - 0.5372 53.72%
Aromatase binding + 0.5247 52.47%
PPAR gamma - 0.5335 53.35%
Honey bee toxicity - 0.6607 66.07%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.9100 91.00%
Fish aquatic toxicity - 0.5843 58.43%

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
CHEMBL4040 P28482 MAP kinase ERK2 95.41% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.81% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.58% 96.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.76% 96.47%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.50% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.10% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.20% 96.95%
CHEMBL3401 O75469 Pregnane X receptor 83.69% 94.73%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.53% 98.75%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 82.17% 97.47%
CHEMBL2581 P07339 Cathepsin D 82.04% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.91% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.81% 97.36%

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.
Tulipa gesneriana

Cross-Links

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PubChem 4481059
LOTUS LTS0186872
wikiData Q105146688