Buprestin B

Details

• Internal ID: 3c81949a-c917-4558-85ce-df60ae8d073e
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > p-Hydroxybenzoic acid esters > p-Hydroxybenzoic acid alkyl esters
• IUPAC Name: [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-[(4-hydroxybenzoyl)oxymethyl]-2-(1H-pyrrole-2-carbonyloxy)oxan-3-yl] 1H-pyrrole-2-carboxylate
• InChI: InChI=1S/C23H22N2O10/c26-13-7-5-12(6-8-13)20(29)32-11-16-17(27)18(28)19(34-21(30)14-3-1-9-24-14)23(33-16)35-22(31)15-4-2-10-25-15/h1-10,16-19,23-28H,11H2/t16-,17-,18+,19-,23+/m1/s1
• InChI Key: COYDKDJYHPRCPT-YUWRVLAPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂N₂O₁₀
• Molecular Weight: 486.40 g/mol
• Exact Mass: 486.12744490 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.73
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5589	55.89%
Caco-2	-	0.8459	84.59%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6454	64.54%
OATP2B1 inhibitior	-	0.7131	71.31%
OATP1B1 inhibitior	+	0.7651	76.51%
OATP1B3 inhibitior	+	0.9281	92.81%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6576	65.76%
P-glycoprotein inhibitior	+	0.5986	59.86%
P-glycoprotein substrate	-	0.8092	80.92%
CYP3A4 substrate	+	0.5763	57.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.8610	86.10%
CYP2C9 inhibition	-	0.8049	80.49%
CYP2C19 inhibition	-	0.8334	83.34%
CYP2D6 inhibition	-	0.8145	81.45%
CYP1A2 inhibition	-	0.6322	63.22%
CYP2C8 inhibition	+	0.7238	72.38%
CYP inhibitory promiscuity	-	0.6908	69.08%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6185	61.85%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.8993	89.93%
Skin irritation	-	0.8511	85.11%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5785	57.85%
Micronuclear	+	0.8059	80.59%
Hepatotoxicity	-	0.7570	75.70%
skin sensitisation	-	0.8941	89.41%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.9329	93.29%
Acute Oral Toxicity (c)	III	0.6218	62.18%
Estrogen receptor binding	-	0.4771	47.71%
Androgen receptor binding	+	0.6144	61.44%
Thyroid receptor binding	-	0.5275	52.75%
Glucocorticoid receptor binding	-	0.4801	48.01%
Aromatase binding	-	0.6813	68.13%
PPAR gamma	-	0.6011	60.11%
Honey bee toxicity	-	0.8666	86.66%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7450	74.50%
Fish aquatic toxicity	-	0.4047	40.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.48%	95.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.83%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.41%	98.95%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.25%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.70%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.41%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.85%	94.73%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.70%	89.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.78%	86.33%
CHEMBL4208	P20618	Proteasome component C5	83.72%	90.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.03%	83.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.59%	97.79%
CHEMBL3194	P02766	Transthyretin	80.78%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.60%	89.00%
CHEMBL3891	P07384	Calpain 1	80.49%	93.04%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 12000431
• LOTUS: LTS0242341
• wikiData: Q104967377