Broussonetine J

Details

• Internal ID: 16e1820d-d932-455a-9424-a752c74698b6
• Taxonomy: Organoheterocyclic compounds > Piperidines > N-acylpiperidines
• IUPAC Name: 1-[(2R)-2-[(1S,2S)-8-[(2R,3R,4R,5R)-1-acetyl-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-1,2-dihydroxyoctyl]piperidin-1-yl]ethanone
• SMILES (Canonical): CC(=O)N1CCCCC1C(C(CCCCCCC2C(C(C(N2C(=O)C)CO)O)O)O)O
• SMILES (Isomeric): CC(=O)N1CCCC[C@@H]1[C@@H]([C@H](CCCCCC[C@@H]2[C@H]([C@@H]([C@H](N2C(=O)C)CO)O)O)O)O
• InChI: InChI=1S/C22H40N2O7/c1-14(26)23-12-8-7-9-16(23)20(29)19(28)11-6-4-3-5-10-17-21(30)22(31)18(13-25)24(17)15(2)27/h16-22,25,28-31H,3-13H2,1-2H3/t16-,17-,18-,19+,20+,21-,22-/m1/s1
• InChI Key: YIEPZDPKKNJALX-OWLUANBVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₄₀N₂O₇
• Molecular Weight: 444.60 g/mol
• Exact Mass: 444.28355162 g/mol
• Topological Polar Surface Area (TPSA): 142.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.24
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

• 1-[(2R)-2-[(1S,2S)-8-[(2R,3R,4R,5R)-1-Acetyl-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-1,2-dihydroxyoctyl]piperidin-1-yl]ethanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7483	74.83%
Caco-2	-	0.7502	75.02%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7623	76.23%
OATP2B1 inhibitior	-	0.7115	71.15%
OATP1B1 inhibitior	+	0.9305	93.05%
OATP1B3 inhibitior	+	0.9326	93.26%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5855	58.55%
P-glycoprotein inhibitior	-	0.6415	64.15%
P-glycoprotein substrate	+	0.5370	53.70%
CYP3A4 substrate	+	0.6427	64.27%
CYP2C9 substrate	-	0.8144	81.44%
CYP2D6 substrate	-	0.8400	84.00%
CYP3A4 inhibition	-	0.9885	98.85%
CYP2C9 inhibition	-	0.9391	93.91%
CYP2C19 inhibition	-	0.9588	95.88%
CYP2D6 inhibition	-	0.9550	95.50%
CYP1A2 inhibition	-	0.9660	96.60%
CYP2C8 inhibition	-	0.9090	90.90%
CYP inhibitory promiscuity	-	0.9873	98.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6570	65.70%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9112	91.12%
Skin irritation	-	0.7841	78.41%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7141	71.41%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.6343	63.43%
skin sensitisation	-	0.9075	90.75%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6310	63.10%
Acute Oral Toxicity (c)	III	0.5862	58.62%
Estrogen receptor binding	-	0.4949	49.49%
Androgen receptor binding	-	0.5332	53.32%
Thyroid receptor binding	-	0.6363	63.63%
Glucocorticoid receptor binding	-	0.6530	65.30%
Aromatase binding	-	0.7093	70.93%
PPAR gamma	-	0.6407	64.07%
Honey bee toxicity	-	0.9044	90.44%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6938	69.38%
Fish aquatic toxicity	-	0.8766	87.66%

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	99.33%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.56%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	97.73%	98.10%
CHEMBL340	P08684	Cytochrome P450 3A4	93.45%	91.19%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	92.67%	98.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.91%	93.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.15%	90.08%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.55%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.82%	97.25%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.39%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	88.11%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.73%	96.77%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	87.67%	97.86%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.62%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.34%	97.09%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	86.97%	91.81%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.44%	94.45%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	86.33%	97.43%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.98%	98.75%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.64%	92.86%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.46%	99.17%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	85.35%	95.52%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.22%	97.47%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.09%	99.18%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	85.07%	92.32%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.91%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.79%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.56%	95.89%
CHEMBL274	P51681	C-C chemokine receptor type 5	84.53%	98.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.26%	95.89%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.58%	94.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.18%	95.36%
CHEMBL3524	P56524	Histone deacetylase 4	81.82%	92.97%
CHEMBL1873	P00750	Tissue-type plasminogen activator	81.68%	93.33%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.14%	97.29%

Plants that contains it

• Broussonetia kazinoki
• Broussonetia papyrifera

Cross-Links

• PubChem: 10837020
• LOTUS: LTS0007244
• wikiData: Q105348789