Pederin

Details

• Internal ID: e5c71db6-251c-48d2-88b1-a7bbd64ab185
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: (2S)-N-[(S)-[(2S,4R,6R)-6-[(2S)-2,3-dimethoxypropyl]-4-hydroxy-5,5-dimethyloxan-2-yl]-methoxymethyl]-2-hydroxy-2-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetamide
• InChI: InChI=1S/C25H45NO9/c1-14-12-25(33-9,35-16(3)15(14)2)21(28)22(29)26-23(32-8)18-11-19(27)24(4,5)20(34-18)10-17(31-7)13-30-6/h15-21,23,27-28H,1,10-13H2,2-9H3,(H,26,29)/t15-,16-,17+,18+,19-,20-,21-,23+,25-/m1/s1
• InChI Key: ZNEZZONMADKYTB-VRCUBXEUSA-N
• Popularity: 88 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₅NO₉
• Molecular Weight: 503.60 g/mol
• Exact Mass: 503.30943201 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.38
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

• Pederine
• 27973-72-4
• (+)-pederine
• (+)-pederin
• B8F7J348GJ
• NSC-114781
• (2S)-N-[(S)-[(2S,4R,6R)-6-[(2S)-2,3-dimethoxypropyl]-4-hydroxy-5,5-dimethyloxan-2-yl]-methoxymethyl]-2-hydroxy-2-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetamide
• NSC 114781
• paederine
• UNII-B8F7J348GJ
• NSC114781
• PEDERIN [MI]
• PEDERIN, (+)-
• SCHEMBL452974
• CHEBI:78591
• DTXSID90182248
• 2H-Pyran-2-acetamide, N-(6-(2,3-dimethoxypropyl)tetrahydro-4-hydroxy-5,5-dimethyl-2H-pyran-2-yl)tetrahydro-alpha-hydroxy-2-methoxy-5,6-dimethyl-4-methylene-, (2S-(2alpha(R*(R* (2S*,5S*,6S*))),4beta,6beta(R*)))-
• 2H-Pyran-2-glycolamide, N-((6-(2,3-dimethoxypropyl)tetrahydro-4-hydroxy-5,5-dimethyl-2H-pyran-2-yl)methoxymethyl)tetrahydro-2-methoxy-5,6-dimethyl-4-methylene-
• D-manno-Nonitol, 2,6-anhydro-3,5,7-trideoxy-1-C-(((2S)-hydroxy((2R,5R,6R)-tetrahydro-2-methoxy-5,6-dimethyl-4-methylene-2H-pyran-2-yl)acetyl)amino)-5,5-dimethyl-1,8,9-tri-O-methyl-, (1S)-
• Q8214251
• (2S)-N-[(S)-{(2S,4R,6R)-6-[(2S)-2,3-dimethoxypropyl]-4-hydroxy-5,5-dimethyltetrahydro-2H-pyran-2-yl}(methoxy)methyl]-2-hydroxy-2-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylenetetrahydro-2H-pyran-2-yl]acetamide
• 2H-Puran-2-acetamide,3-dimethoxypropyl)tetrahydro-4-hydroxy-5,5- dimethyl-2H-pyran-2-yl]tetrahydro-.alpha.-hydroxy-2- methoxy-5,6-dimethyl-4-methylene-, [2S-[2.alpha.[R*[R* (2S*,5S*,6S*)]],4.beta.,6.beta.(R*)]]-
• 2H-Pyran-2-glycolamide,3-dimethoxypropyl0tetrahydro-3-hydroxy-5,5- dimethyl-2H-pyran-2-yl]methoxymethyl]tetrahydro-2-methoxy- 5,6-dimethyl-4-methylene-
• D-MANNO-NONITOL, 2,6-ANHYDRO-3,5,7-TRIDEOXY-1-C-(((2S)-2-HYDROXY-2-((2R,5R,6R)-TETRAHYDRO-2-METHOXY-5,6-DIMETHYL-4-METHYLENE-2H-PYRAN-2-YL)ACETYL)AMINO)-5,5-DIMETHYL-1,8,9-TRI-O-METHYL-, (1S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6729	67.29%
Caco-2	-	0.7712	77.12%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6728	67.28%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8609	86.09%
OATP1B3 inhibitior	+	0.9190	91.90%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7610	76.10%
P-glycoprotein inhibitior	-	0.4557	45.57%
P-glycoprotein substrate	+	0.6922	69.22%
CYP3A4 substrate	+	0.7045	70.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.8812	88.12%
CYP2C9 inhibition	-	0.8548	85.48%
CYP2C19 inhibition	-	0.8846	88.46%
CYP2D6 inhibition	-	0.9222	92.22%
CYP1A2 inhibition	-	0.8611	86.11%
CYP2C8 inhibition	+	0.4619	46.19%
CYP inhibitory promiscuity	-	0.9198	91.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6126	61.26%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9305	93.05%
Skin irritation	-	0.7622	76.22%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.5791	57.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.5672	56.72%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5056	50.56%
skin sensitisation	-	0.8152	81.52%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6385	63.85%
Acute Oral Toxicity (c)	III	0.6324	63.24%
Estrogen receptor binding	+	0.5925	59.25%
Androgen receptor binding	+	0.5667	56.67%
Thyroid receptor binding	+	0.5281	52.81%
Glucocorticoid receptor binding	+	0.7079	70.79%
Aromatase binding	+	0.6743	67.43%
PPAR gamma	+	0.5644	56.44%
Honey bee toxicity	-	0.6426	64.26%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6252	62.52%
Fish aquatic toxicity	+	0.8369	83.69%

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	97.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.05%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.44%	94.45%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	92.74%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	91.46%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.94%	99.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.78%	91.24%
CHEMBL2581	P07339	Cathepsin D	89.33%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.96%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	87.49%	94.73%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.28%	98.05%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.50%	92.88%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.68%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.57%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.13%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.50%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.21%	94.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.86%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.66%	97.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.86%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.78%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.31%	96.90%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.26%	95.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5381287
• LOTUS: LTS0108240
• wikiData: Q8214251