4,5-Dihydroxy-3-methoxy-6-(3,4,5-trihydroxy-1-oxopentan-2-yl)oxyoxane-2-carboxylic acid

Details

• Internal ID: 0320fa2e-501c-44e6-87d5-d248d0c51ede
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 4,5-dihydroxy-3-methoxy-6-(3,4,5-trihydroxy-1-oxopentan-2-yl)oxyoxane-2-carboxylic acid
• SMILES (Canonical): COC1C(C(C(OC1C(=O)O)OC(C=O)C(C(CO)O)O)O)O
• SMILES (Isomeric): COC1C(C(C(OC1C(=O)O)OC(C=O)C(C(CO)O)O)O)O
• InChI: InChI=1S/C12H20O11/c1-21-9-7(17)8(18)12(23-10(9)11(19)20)22-5(3-14)6(16)4(15)2-13/h3-10,12-13,15-18H,2H2,1H3,(H,19,20)
• InChI Key: ZDDGWONHTPYERI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₁₁
• Molecular Weight: 340.28 g/mol
• Exact Mass: 340.10056145 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: -4.20
• Atomic LogP (AlogP): -4.17
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8169	81.69%
Caco-2	-	0.9193	91.93%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7138	71.38%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9037	90.37%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9408	94.08%
P-glycoprotein inhibitior	-	0.8532	85.32%
P-glycoprotein substrate	-	0.8657	86.57%
CYP3A4 substrate	+	0.5273	52.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.9745	97.45%
CYP2C9 inhibition	-	0.9797	97.97%
CYP2C19 inhibition	-	0.9784	97.84%
CYP2D6 inhibition	-	0.9662	96.62%
CYP1A2 inhibition	-	0.9775	97.75%
CYP2C8 inhibition	-	0.8813	88.13%
CYP inhibitory promiscuity	-	0.9912	99.12%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7900	79.00%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.9761	97.61%
Skin irritation	-	0.8351	83.51%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5854	58.54%
Micronuclear	-	0.6282	62.82%
Hepatotoxicity	-	0.7572	75.72%
skin sensitisation	-	0.9343	93.43%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7049	70.49%
Acute Oral Toxicity (c)	III	0.6029	60.29%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.6349	63.49%
Thyroid receptor binding	-	0.5609	56.09%
Glucocorticoid receptor binding	-	0.6103	61.03%
Aromatase binding	-	0.6498	64.98%
PPAR gamma	-	0.5109	51.09%
Honey bee toxicity	-	0.8155	81.55%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	-	0.9347	93.47%

Targets

Proven Targets:

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	96.65%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.68%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.52%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.80%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.91%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.69%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.16%	96.47%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.23%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.79%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.40%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.12%	86.92%
CHEMBL340	P08684	Cytochrome P450 3A4	80.59%	91.19%

Plants that contains it

• Ananas comosus

Cross-Links

• PubChem: 18534256
• LOTUS: LTS0148753
• wikiData: Q105372084