(3,4,5,6-Tetrahydroxyoxan-2-yl)methyl 4-hydroxybenzoate

Details

• Internal ID: 14f24cc0-48f6-4a24-8041-a978b1000d72
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > p-Hydroxybenzoic acid esters > p-Hydroxybenzoic acid alkyl esters
• IUPAC Name: (3,4,5,6-tetrahydroxyoxan-2-yl)methyl 4-hydroxybenzoate
• SMILES (Canonical): C1=CC(=CC=C1C(=O)OCC2C(C(C(C(O2)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C(=O)OCC2C(C(C(C(O2)O)O)O)O)O
• InChI: InChI=1S/C13H16O8/c14-7-3-1-6(2-4-7)12(18)20-5-8-9(15)10(16)11(17)13(19)21-8/h1-4,8-11,13-17,19H,5H2
• InChI Key: KBOQXAVWJMJUBC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₈
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.08451746 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.65
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• (3,4,5,6-tetrahydroxyoxan-2-yl)methyl 4-hydroxybenzoate
• 4-{hydroxy[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxy]methylidene}cyclohexa-2,5-dien-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7391	73.91%
Caco-2	-	0.8196	81.96%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7488	74.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7648	76.48%
OATP1B3 inhibitior	+	0.8732	87.32%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9384	93.84%
P-glycoprotein inhibitior	-	0.9426	94.26%
P-glycoprotein substrate	-	0.9667	96.67%
CYP3A4 substrate	-	0.5477	54.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8459	84.59%
CYP3A4 inhibition	-	0.8824	88.24%
CYP2C9 inhibition	-	0.8799	87.99%
CYP2C19 inhibition	-	0.9312	93.12%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	-	0.9344	93.44%
CYP2C8 inhibition	+	0.6258	62.58%
CYP inhibitory promiscuity	-	0.7369	73.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6620	66.20%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.7153	71.53%
Skin irritation	-	0.7881	78.81%
Skin corrosion	-	0.9672	96.72%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7985	79.85%
Micronuclear	+	0.5266	52.66%
Hepatotoxicity	-	0.7824	78.24%
skin sensitisation	-	0.8490	84.90%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7506	75.06%
Acute Oral Toxicity (c)	III	0.7550	75.50%
Estrogen receptor binding	+	0.5277	52.77%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6647	66.47%
Glucocorticoid receptor binding	-	0.7577	75.77%
Aromatase binding	-	0.6299	62.99%
PPAR gamma	-	0.6555	65.55%
Honey bee toxicity	-	0.9031	90.31%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.7033	70.33%

Targets

Proven Targets:

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	91.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.10%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.25%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	87.21%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	87.05%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.90%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.84%	95.64%
CHEMBL3194	P02766	Transthyretin	84.59%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.99%	97.09%
CHEMBL3891	P07384	Calpain 1	82.96%	93.04%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.13%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.93%	90.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.73%	85.00%

Plants that contains it

• Crescentia cujete

Cross-Links

• PubChem: 131831648
• LOTUS: LTS0235988
• wikiData: Q105138396