D-Glucose, 6-[(3S)-3,4-dihydroxy-2-methylenebutanoate]

Details

• Internal ID: a6acf6aa-aea0-4727-8fb4-b95ba01db86c
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: [(2R,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexyl] (3S)-3,4-dihydroxy-2-methylidenebutanoate
• InChI: InChI=1S/C11H18O9/c1-5(6(14)2-12)11(19)20-4-8(16)10(18)9(17)7(15)3-13/h3,6-10,12,14-18H,1-2,4H2/t6-,7+,8-,9-,10-/m1/s1
• InChI Key: MDHZAFUATLVBMS-JDDHQFAOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₈O₉
• Molecular Weight: 294.25 g/mol
• Exact Mass: 294.09508215 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: -3.80
• Atomic LogP (AlogP): -3.92
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

• D-Glucose, 6-[(3S)-3,4-dihydroxy-2-methylenebutanoate]

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6469	64.69%
Caco-2	-	0.8806	88.06%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7156	71.56%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9430	94.30%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9588	95.88%
BSEP inhibitior	-	0.9258	92.58%
P-glycoprotein inhibitior	-	0.9098	90.98%
P-glycoprotein substrate	-	0.9134	91.34%
CYP3A4 substrate	-	0.5535	55.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8658	86.58%
CYP3A4 inhibition	-	0.8237	82.37%
CYP2C9 inhibition	-	0.8500	85.00%
CYP2C19 inhibition	-	0.8669	86.69%
CYP2D6 inhibition	-	0.9023	90.23%
CYP1A2 inhibition	-	0.8367	83.67%
CYP2C8 inhibition	-	0.9242	92.42%
CYP inhibitory promiscuity	-	0.9480	94.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8111	81.11%
Carcinogenicity (trinary)	Non-required	0.7635	76.35%
Eye corrosion	-	0.9648	96.48%
Eye irritation	-	0.9224	92.24%
Skin irritation	-	0.7175	71.75%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6967	69.67%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.7083	70.83%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.8778	87.78%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.5057	50.57%
Acute Oral Toxicity (c)	II	0.3816	38.16%
Estrogen receptor binding	+	0.7764	77.64%
Androgen receptor binding	-	0.8397	83.97%
Thyroid receptor binding	+	0.5440	54.40%
Glucocorticoid receptor binding	+	0.6816	68.16%
Aromatase binding	+	0.5626	56.26%
PPAR gamma	-	0.5705	57.05%
Honey bee toxicity	-	0.8386	83.86%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.9300	93.00%
Fish aquatic toxicity	-	0.4542	45.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.49%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.37%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.77%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.15%	98.75%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.30%	89.34%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	83.42%	95.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.36%	97.29%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	82.93%	97.53%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.86%	86.92%
CHEMBL2581	P07339	Cathepsin D	80.59%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.31%	91.11%

Plants that contains it

• Tulipa turkestanica

Cross-Links

• PubChem: 163029223
• LOTUS: LTS0043272
• wikiData: Q105161746