(2R,3R,4R,5R)-2-[(7S,8S)-7,8-dihydroxy-8-[(2R)-piperidin-2-yl]octyl]-5-(hydroxymethyl)pyrrolidine-3,4-diol

Details

• Internal ID: 8d63f37b-3c60-4efe-a730-d0cb2fdc4649
• Taxonomy: Organoheterocyclic compounds > Piperidines
• IUPAC Name: (2R,3R,4R,5R)-2-[(7S,8S)-7,8-dihydroxy-8-[(2R)-piperidin-2-yl]octyl]-5-(hydroxymethyl)pyrrolidine-3,4-diol
• InChI: InChI=1S/C18H36N2O5/c21-11-14-18(25)17(24)13(20-14)8-3-1-2-4-9-15(22)16(23)12-7-5-6-10-19-12/h12-25H,1-11H2/t12-,13-,14-,15+,16+,17-,18-/m1/s1
• InChI Key: ZKIXVIVMKROOOR-DOLDXLAHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₆N₂O₅
• Molecular Weight: 360.50 g/mol
• Exact Mass: 360.26242225 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.75
• H-Bond Acceptor: 7
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5446	54.46%
Caco-2	-	0.8823	88.23%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7207	72.07%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9453	94.53%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7956	79.56%
P-glycoprotein inhibitior	-	0.8471	84.71%
P-glycoprotein substrate	-	0.5547	55.47%
CYP3A4 substrate	+	0.5664	56.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4714	47.14%
CYP3A4 inhibition	-	0.9972	99.72%
CYP2C9 inhibition	-	0.9611	96.11%
CYP2C19 inhibition	-	0.9719	97.19%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.9336	93.36%
CYP2C8 inhibition	-	0.8393	83.93%
CYP inhibitory promiscuity	-	0.9904	99.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7258	72.58%
Eye corrosion	-	0.9659	96.59%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.7211	72.11%
Skin corrosion	-	0.8776	87.76%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7288	72.88%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5022	50.22%
skin sensitisation	-	0.8877	88.77%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6242	62.42%
Acute Oral Toxicity (c)	III	0.6225	62.25%
Estrogen receptor binding	-	0.4935	49.35%
Androgen receptor binding	+	0.5340	53.40%
Thyroid receptor binding	+	0.6245	62.45%
Glucocorticoid receptor binding	-	0.5450	54.50%
Aromatase binding	-	0.5658	56.58%
PPAR gamma	-	0.5889	58.89%
Honey bee toxicity	-	0.9065	90.65%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6956	69.56%
Fish aquatic toxicity	-	0.9873	98.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	98.30%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.41%	96.09%
CHEMBL237	P41145	Kappa opioid receptor	94.63%	98.10%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.67%	95.58%
CHEMBL4072	P07858	Cathepsin B	93.39%	93.67%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	91.65%	94.55%
CHEMBL325	Q13547	Histone deacetylase 1	91.19%	95.92%
CHEMBL2581	P07339	Cathepsin D	90.88%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.10%	95.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.89%	92.88%
CHEMBL2996	Q05655	Protein kinase C delta	87.82%	97.79%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	86.83%	97.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.49%	93.99%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.21%	90.08%
CHEMBL249	P25103	Neurokinin 1 receptor	85.73%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.53%	97.29%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.22%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.95%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.64%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.62%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.98%	94.45%
CHEMBL238	Q01959	Dopamine transporter	83.84%	95.88%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.62%	98.33%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.15%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.01%	91.11%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.00%	89.67%
CHEMBL1865	Q9UBN7	Histone deacetylase 6	82.79%	97.03%
CHEMBL4581	P52732	Kinesin-like protein 1	82.40%	93.18%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.37%	99.18%
CHEMBL1873	P00750	Tissue-type plasminogen activator	82.14%	93.33%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.11%	98.05%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	82.01%	96.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.99%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.66%	97.47%

Plants that contains it

• Broussonetia papyrifera

Cross-Links

• PubChem: 10594699
• LOTUS: LTS0269212
• wikiData: Q105378503