rac-Balanol

Details

• Internal ID: 1a33d6ff-c263-4477-aea5-f2a872b6081b
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: 2-[2,6-dihydroxy-4-[3-[(4-hydroxybenzoyl)amino]azepan-4-yl]oxycarbonylbenzoyl]-3-hydroxybenzoic acid
• InChI: InChI=1S/C28H26N2O10/c31-16-8-6-14(7-9-16)26(36)30-18-13-29-10-2-5-22(18)40-28(39)15-11-20(33)24(21(34)12-15)25(35)23-17(27(37)38)3-1-4-19(23)32/h1,3-4,6-9,11-12,18,22,29,31-34H,2,5,10,13H2,(H,30,36)(H,37,38)
• InChI Key: XYUFCXJZFZPEJD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₆N₂O₁₀
• Molecular Weight: 550.50 g/mol
• Exact Mass: 550.15874503 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

• rac-Balanol
• Ophiocordin;Azepinostatin
• 167937-47-5
• BDBM3182
• SCHEMBL12012990
• ICX5609002
• FT-0662471
• 2-({2,6-dihydroxy-4-[({3-[(4-hydroxybenzene)amido]azepan-4-yl}oxy)carbonyl]phenyl}carbonyl)-3-hydroxybenzoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5352	53.52%
Caco-2	-	0.9113	91.13%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4927	49.27%
OATP2B1 inhibitior	-	0.5698	56.98%
OATP1B1 inhibitior	+	0.8566	85.66%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5093	50.93%
P-glycoprotein inhibitior	+	0.7310	73.10%
P-glycoprotein substrate	+	0.6331	63.31%
CYP3A4 substrate	+	0.5941	59.41%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8159	81.59%
CYP3A4 inhibition	-	0.9131	91.31%
CYP2C9 inhibition	-	0.9014	90.14%
CYP2C19 inhibition	-	0.8601	86.01%
CYP2D6 inhibition	-	0.8772	87.72%
CYP1A2 inhibition	-	0.8003	80.03%
CYP2C8 inhibition	+	0.8267	82.67%
CYP inhibitory promiscuity	-	0.9669	96.69%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7450	74.50%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9198	91.98%
Skin irritation	-	0.7639	76.39%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3925	39.25%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5829	58.29%
Acute Oral Toxicity (c)	III	0.6645	66.45%
Estrogen receptor binding	+	0.6712	67.12%
Androgen receptor binding	+	0.8351	83.51%
Thyroid receptor binding	-	0.5865	58.65%
Glucocorticoid receptor binding	-	0.5078	50.78%
Aromatase binding	-	0.5292	52.92%
PPAR gamma	+	0.7209	72.09%
Honey bee toxicity	-	0.8458	84.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.6712	67.12%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	3.9 nM	Kd	via Super-PRED
CHEMBL4273	Q13976	cGMP-dependent protein kinase 1 beta	1.6 nM	Kd	via Super-PRED
CHEMBL299	P17252	Protein kinase C alpha	74 nM; 6.4 nM; 370 nM; 30 nM	IC50; Kd; IC50; IC50	via Super-PRED; via Super-PRED; via Super-PRED; via Super-PRED
CHEMBL3045	P05771	Protein kinase C beta	10 nM; 500 nM; 10 nM; 1.8 nM; 32 nM	IC50; IC50; IC50; Kd; IC50	via Super-PRED; via Super-PRED; via Super-PRED; via Super-PRED; via Super-PRED
CHEMBL2996	Q05655	Protein kinase C delta	420 nM; 16 nM; 4 nM; 32 nM; 30 nM	IC50; IC50; IC50; IC50; IC50	via Super-PRED; via Super-PRED; via Super-PRED; via Super-PRED; via Super-PRED
CHEMBL3582	Q02156	Protein kinase C epsilon	10 nM; 340 nM; 49 nM; 49 nM	IC50; IC50; IC50; IC50	via Super-PRED; via Super-PRED; via Super-PRED; via Super-PRED
CHEMBL3616	P24723	Protein kinase C eta	22 nM; 100 nM; 20 nM; 3 nM; 260 nM	IC50; IC50; IC50; IC50; IC50	via Super-PRED; via Super-PRED; via Super-PRED; via Super-PRED; via Super-PRED
CHEMBL2938	P05129	Protein kinase C gamma	400 nM; 30 nM; 34 nM; 10 nM; 10 nM	IC50; IC50; IC50; IC50; IC50	via Super-PRED; via Super-PRED; via Super-PRED; via Super-PRED; via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	96.83%	97.09%
CHEMBL3194	P02766	Transthyretin	94.93%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.20%	98.95%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.03%	83.00%
CHEMBL2535	P11166	Glucose transporter	90.66%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.57%	93.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.79%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.27%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	87.97%	91.19%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	87.36%	91.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.95%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.82%	93.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.71%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.54%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	84.91%	90.20%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.18%	95.58%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.63%	81.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.48%	95.56%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.73%	85.31%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.59%	91.07%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	81.39%	97.03%
CHEMBL228	P31645	Serotonin transporter	81.39%	95.51%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.50%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 2290
• LOTUS: LTS0157481
• wikiData: Q104201468