[(3S,4R,5R)-3,4,5-trihydroxyoxolan-3-yl]methyl 4-hydroxybenzoate

Details

• Internal ID: 847a10a3-7661-4b35-b4fc-0cc86c969ce4
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > p-Hydroxybenzoic acid esters > p-Hydroxybenzoic acid alkyl esters
• IUPAC Name: [(3S,4R,5R)-3,4,5-trihydroxyoxolan-3-yl]methyl 4-hydroxybenzoate
• SMILES (Canonical): C1C(C(C(O1)O)O)(COC(=O)C2=CC=C(C=C2)O)O
• SMILES (Isomeric): C1[C@@]([C@H]([C@@H](O1)O)O)(COC(=O)C2=CC=C(C=C2)O)O
• InChI: InChI=1S/C12H14O7/c13-8-3-1-7(2-4-8)10(15)18-5-12(17)6-19-11(16)9(12)14/h1-4,9,11,13-14,16-17H,5-6H2/t9-,11+,12+/m0/s1
• InChI Key: LMFBKNNLBAHSRT-MVWJERBFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₇
• Molecular Weight: 270.23 g/mol
• Exact Mass: 270.07395278 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.01
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4688	46.88%
Caco-2	-	0.6070	60.70%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7538	75.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8922	89.22%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9721	97.21%
P-glycoprotein inhibitior	-	0.9689	96.89%
P-glycoprotein substrate	-	0.8179	81.79%
CYP3A4 substrate	+	0.5259	52.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8505	85.05%
CYP3A4 inhibition	-	0.9389	93.89%
CYP2C9 inhibition	-	0.9256	92.56%
CYP2C19 inhibition	-	0.8980	89.80%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	-	0.8724	87.24%
CYP2C8 inhibition	+	0.7815	78.15%
CYP inhibitory promiscuity	-	0.8534	85.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5165	51.65%
Eye corrosion	-	0.9907	99.07%
Eye irritation	+	0.5854	58.54%
Skin irritation	-	0.7552	75.52%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9016	90.16%
Micronuclear	-	0.5338	53.38%
Hepatotoxicity	-	0.5542	55.42%
skin sensitisation	-	0.7852	78.52%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6573	65.73%
Acute Oral Toxicity (c)	III	0.6667	66.67%
Estrogen receptor binding	+	0.8137	81.37%
Androgen receptor binding	+	0.5898	58.98%
Thyroid receptor binding	-	0.5822	58.22%
Glucocorticoid receptor binding	+	0.6348	63.48%
Aromatase binding	+	0.7444	74.44%
PPAR gamma	+	0.6452	64.52%
Honey bee toxicity	-	0.8951	89.51%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	-	0.3725	37.25%

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	95.74%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.87%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.96%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	84.89%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.81%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.15%	96.09%
CHEMBL4208	P20618	Proteasome component C5	82.70%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.96%	99.17%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.37%	94.97%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.44%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.21%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.14%	94.00%

Plants that contains it

• Handroanthus impetiginosus

Cross-Links

• PubChem: 71539187
• NPASS: NPC142131