methyl (1S,3R,5R,7R,8S)-7-(benzoyloxymethyl)-3,8-dihydroxy-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate

Details

• Internal ID: 423998c4-906c-4c2a-8666-822ff00a70fd
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: methyl (1S,3R,5R,7R,8S)-7-(benzoyloxymethyl)-3,8-dihydroxy-2,6-dioxabicyclo[3.2.1]octane-3-carboxylate
• InChI: InChI=1S/C16H18O8/c1-21-15(19)16(20)7-10-12(17)13(24-16)11(23-10)8-22-14(18)9-5-3-2-4-6-9/h2-6,10-13,17,20H,7-8H2,1H3/t10-,11-,12+,13-,16-/m1/s1
• InChI Key: DSTUYTPBURYTNI-GUYIQFIESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₈
• Molecular Weight: 338.31 g/mol
• Exact Mass: 338.10016753 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.38
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6904	69.04%
Caco-2	-	0.7650	76.50%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7424	74.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8905	89.05%
OATP1B3 inhibitior	+	0.9061	90.61%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7179	71.79%
P-glycoprotein inhibitior	-	0.8389	83.89%
P-glycoprotein substrate	-	0.8023	80.23%
CYP3A4 substrate	+	0.5739	57.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8347	83.47%
CYP3A4 inhibition	-	0.9078	90.78%
CYP2C9 inhibition	-	0.8444	84.44%
CYP2C19 inhibition	-	0.8162	81.62%
CYP2D6 inhibition	-	0.9197	91.97%
CYP1A2 inhibition	-	0.9126	91.26%
CYP2C8 inhibition	+	0.4523	45.23%
CYP inhibitory promiscuity	-	0.9356	93.56%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5743	57.43%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9425	94.25%
Skin irritation	-	0.8361	83.61%
Skin corrosion	-	0.9502	95.02%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5503	55.03%
Micronuclear	-	0.5682	56.82%
Hepatotoxicity	-	0.5944	59.44%
skin sensitisation	-	0.8899	88.99%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6866	68.66%
Acute Oral Toxicity (c)	III	0.4782	47.82%
Estrogen receptor binding	+	0.6502	65.02%
Androgen receptor binding	+	0.5521	55.21%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5311	53.11%
Aromatase binding	-	0.5365	53.65%
PPAR gamma	-	0.5430	54.30%
Honey bee toxicity	-	0.9012	90.12%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.4162	41.62%

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	97.01%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.26%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.94%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.08%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.80%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	87.59%	94.73%
CHEMBL5028	O14672	ADAM10	87.04%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.64%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.16%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.02%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.62%	98.95%
CHEMBL4208	P20618	Proteasome component C5	82.01%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.00%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.95%	91.19%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.79%	83.00%

Plants that contains it

• Solidago decurrens

Cross-Links

• PubChem: 57333159
• NPASS: NPC209852
• LOTUS: LTS0027056
• wikiData: Q104988028