Paeciloside A

Details

• Internal ID: 05896f27-a056-4d9c-a0ce-a0ba05301b94
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > p-Hydroxybenzoic acid esters > p-Hydroxybenzoic acid alkyl esters
• IUPAC Name: [(2R,3R,4R)-2,3,4,5-tetrahydroxypentyl] 4,6-dihydroxy-2,3-dimethylbenzoate
• InChI: InChI=1S/C14H20O8/c1-6-7(2)12(9(17)3-8(6)16)14(21)22-5-11(19)13(20)10(18)4-15/h3,10-11,13,15-20H,4-5H2,1-2H3/t10-,11-,13-/m1/s1
• InChI Key: AZTRQZXCYWRXFG-NQBHXWOUSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₈
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.11581759 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.05
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7794	77.94%
Caco-2	-	0.7496	74.96%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8349	83.49%
OATP2B1 inhibitior	-	0.5719	57.19%
OATP1B1 inhibitior	+	0.9056	90.56%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7536	75.36%
P-glycoprotein inhibitior	-	0.9442	94.42%
P-glycoprotein substrate	-	0.8975	89.75%
CYP3A4 substrate	-	0.5360	53.60%
CYP2C9 substrate	-	0.8010	80.10%
CYP2D6 substrate	-	0.8569	85.69%
CYP3A4 inhibition	-	0.9278	92.78%
CYP2C9 inhibition	-	0.9381	93.81%
CYP2C19 inhibition	-	0.9597	95.97%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	-	0.6180	61.80%
CYP2C8 inhibition	-	0.8714	87.14%
CYP inhibitory promiscuity	-	0.9591	95.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.7761	77.61%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9069	90.69%
Skin irritation	-	0.7671	76.71%
Skin corrosion	-	0.9658	96.58%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5477	54.77%
Micronuclear	-	0.7351	73.51%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.6516	65.16%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7404	74.04%
Acute Oral Toxicity (c)	III	0.7582	75.82%
Estrogen receptor binding	+	0.8032	80.32%
Androgen receptor binding	+	0.5510	55.10%
Thyroid receptor binding	-	0.5100	51.00%
Glucocorticoid receptor binding	+	0.6330	63.30%
Aromatase binding	+	0.6128	61.28%
PPAR gamma	-	0.5603	56.03%
Honey bee toxicity	-	0.9683	96.83%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.8246	82.46%

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	94.35%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.73%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.62%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.18%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.48%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.47%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.22%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.78%	93.65%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.81%	95.50%
CHEMBL4208	P20618	Proteasome component C5	80.85%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.78%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71473525
• LOTUS: LTS0266923
• wikiData: Q75068556