(4S,5R)-4-(4-hydroxyphenyl)-5-[(2R,3R,4S)-2,3,4-trihydroxyoxolan-2-yl]oxolan-2-one

Details

• Internal ID: 76bb655a-73c7-40d3-b4ad-5ae608bd6fd6
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: (4S,5R)-4-(4-hydroxyphenyl)-5-[(2R,3R,4S)-2,3,4-trihydroxyoxolan-2-yl]oxolan-2-one
• SMILES (Canonical): C1C(C(OC1=O)C2(C(C(CO2)O)O)O)C3=CC=C(C=C3)O
• SMILES (Isomeric): C1[C@H]([C@@H](OC1=O)[C@]2([C@@H]([C@H](CO2)O)O)O)C3=CC=C(C=C3)O
• InChI: InChI=1S/C14H16O7/c15-8-3-1-7(2-4-8)9-5-11(17)21-13(9)14(19)12(18)10(16)6-20-14/h1-4,9-10,12-13,15-16,18-19H,5-6H2/t9-,10-,12+,13+,14+/m0/s1
• InChI Key: VFVLKVMYKSHKCF-SAUGFPQOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₇
• Molecular Weight: 296.27 g/mol
• Exact Mass: 296.08960285 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.77
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5669	56.69%
Caco-2	-	0.7214	72.14%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7308	73.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7985	79.85%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9392	93.92%
P-glycoprotein inhibitior	-	0.9508	95.08%
P-glycoprotein substrate	-	0.7774	77.74%
CYP3A4 substrate	+	0.5475	54.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8535	85.35%
CYP3A4 inhibition	-	0.9200	92.00%
CYP2C9 inhibition	-	0.9484	94.84%
CYP2C19 inhibition	-	0.9503	95.03%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.9325	93.25%
CYP2C8 inhibition	-	0.7199	71.99%
CYP inhibitory promiscuity	-	0.9419	94.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5914	59.14%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9129	91.29%
Skin irritation	-	0.7094	70.94%
Skin corrosion	-	0.9201	92.01%
Ames mutagenesis	-	0.6237	62.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.8280	82.80%
Micronuclear	+	0.5788	57.88%
Hepatotoxicity	+	0.5166	51.66%
skin sensitisation	-	0.8303	83.03%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.6514	65.14%
Acute Oral Toxicity (c)	III	0.7000	70.00%
Estrogen receptor binding	-	0.4854	48.54%
Androgen receptor binding	+	0.5870	58.70%
Thyroid receptor binding	-	0.7113	71.13%
Glucocorticoid receptor binding	+	0.6921	69.21%
Aromatase binding	-	0.6973	69.73%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8393	83.93%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.6466	64.66%

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	98.33%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.27%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.41%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.03%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.83%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	87.51%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.45%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.79%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.38%	97.79%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.37%	85.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.05%	99.23%
CHEMBL2581	P07339	Cathepsin D	83.63%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.91%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.32%	100.00%

Plants that contains it

• Chamaecyparis pisifera

Cross-Links

• PubChem: 162887321
• LOTUS: LTS0206896
• wikiData: Q105285611