Araguspongine a

Details

• Internal ID: 76d3b001-3737-4ac4-8e5a-d64951a1f0a4
• Taxonomy: Organoheterocyclic compounds > Piperidines
• IUPAC Name: (1R,8R,10S,15R,22R,29S)-9,30-dioxa-11,25-diazapentacyclo[20.6.2.28,11.010,15.025,29]dotriacontan-1-ol
• SMILES (Canonical): C1CCCC2CCN3CCCC(C3O2)(CCCCCCC4CCN5CCCC(C5O4)CC1)O
• SMILES (Isomeric): C1CCC[C@@H]2CCN3CCC[C@@]([C@@H]3O2)(CCCCCC[C@@H]4CCN5CCC[C@H]([C@@H]5O4)CC1)O
• InChI: InChI=1S/C28H50N2O3/c31-28-17-8-4-3-7-13-24-15-21-29-19-9-12-23(26(29)32-24)11-5-1-2-6-14-25-16-22-30(20-10-18-28)27(28)33-25/h23-27,31H,1-22H2/t23-,24-,25-,26+,27+,28-/m1/s1
• InChI Key: DAHFKODECRYGAQ-HKVPEBPQSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₅₀N₂O₃
• Molecular Weight: 462.70 g/mol
• Exact Mass: 462.38214346 g/mol
• Topological Polar Surface Area (TPSA): 45.20 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.45
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• (+)-xestospongin D
• CHEMBL517183
• SCHEMBL8889566
• (1R,8R,10S,15R,22R,29S)-9,30-dioxa-11,25-diazapentacyclo[20.6.2.28,11.010,15.025,29]dotriacontan-1-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9400	94.00%
Caco-2	-	0.6562	65.62%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4670	46.70%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9131	91.31%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6420	64.20%
P-glycoprotein inhibitior	-	0.7616	76.16%
P-glycoprotein substrate	-	0.8400	84.00%
CYP3A4 substrate	+	0.5691	56.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7142	71.42%
CYP3A4 inhibition	-	0.9180	91.80%
CYP2C9 inhibition	-	0.9401	94.01%
CYP2C19 inhibition	-	0.8219	82.19%
CYP2D6 inhibition	-	0.8178	81.78%
CYP1A2 inhibition	-	0.8586	85.86%
CYP2C8 inhibition	-	0.8045	80.45%
CYP inhibitory promiscuity	-	0.9679	96.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6269	62.69%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.8218	82.18%
Skin irritation	-	0.7259	72.59%
Skin corrosion	-	0.8643	86.43%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6653	66.53%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.7594	75.94%
skin sensitisation	-	0.8517	85.17%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7202	72.02%
Acute Oral Toxicity (c)	III	0.5521	55.21%
Estrogen receptor binding	+	0.6255	62.55%
Androgen receptor binding	+	0.5442	54.42%
Thyroid receptor binding	+	0.5157	51.57%
Glucocorticoid receptor binding	-	0.4655	46.55%
Aromatase binding	+	0.5649	56.49%
PPAR gamma	-	0.5090	50.90%
Honey bee toxicity	-	0.8561	85.61%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.9773	97.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.97%	97.25%
CHEMBL3012	Q13946	Phosphodiesterase 7A	95.51%	99.29%
CHEMBL238	Q01959	Dopamine transporter	94.21%	95.88%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	91.33%	94.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.14%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.85%	96.61%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.90%	93.04%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.77%	95.17%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	89.50%	92.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.36%	95.50%
CHEMBL237	P41145	Kappa opioid receptor	87.55%	98.10%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.41%	82.69%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	87.24%	98.99%
CHEMBL5203	P33316	dUTP pyrophosphatase	86.36%	99.18%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.90%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.45%	97.09%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.33%	90.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.23%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.03%	92.94%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.02%	97.50%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.59%	98.46%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.46%	92.62%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.93%	98.33%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	81.69%	96.03%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.51%	95.83%
CHEMBL3023	Q9NRA0	Sphingosine kinase 2	81.39%	95.61%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.14%	93.03%
CHEMBL1991	O14920	Inhibitor of nuclear factor kappa B kinase beta subunit	81.10%	97.15%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.60%	97.86%
CHEMBL2581	P07339	Cathepsin D	80.22%	98.95%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.21%	95.58%

Plants that contains it

• Ginkgo biloba
• Metasequoia glyptostroboides
• Podocarpus macrophyllus

Cross-Links

• PubChem: 10939521
• LOTUS: LTS0071191
• wikiData: Q105112912