Desferrioxamine X3

Details

• Internal ID: 24365457-7897-444f-ae37-bdd40517b23f
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: 1,12,23-trihydroxy-1,6,12,17,23,28-hexazacyclotetratriacontane-2,5,13,16,24,27-hexone
• SMILES (Canonical): C1CCCN(C(=O)CCC(=O)NCCCCCN(C(=O)CCC(=O)NCCCCCN(C(=O)CCC(=O)NCC1)O)O)O
• SMILES (Isomeric): C1CCCN(C(=O)CCC(=O)NCCCCCN(C(=O)CCC(=O)NCCCCCN(C(=O)CCC(=O)NCC1)O)O)O
• InChI: InChI=1S/C28H50N6O9/c35-23-11-15-27(39)33(42)21-9-4-7-19-31-25(37)13-16-28(40)34(43)22-10-3-6-18-30-24(36)12-14-26(38)32(41)20-8-2-1-5-17-29-23/h41-43H,1-22H2,(H,29,35)(H,30,36)(H,31,37)
• InChI Key: ARKUODUKOCWLOB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₅₀N₆O₉
• Molecular Weight: 614.70 g/mol
• Exact Mass: 614.36392719 g/mol
• Topological Polar Surface Area (TPSA): 209.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): 1.24
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 0

Synonyms

• 1,12,23-trihydroxy-1,6,12,17,23,28-hexazacyclotetratriacontane-2,5,13,16,24,27-hexone
• RefChem:132187
• SCHEMBL32666023
• CHEBI:224396

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8783	87.83%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7099	70.99%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9676	96.76%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7096	70.96%
P-glycoprotein inhibitior	+	0.6503	65.03%
P-glycoprotein substrate	-	0.9330	93.30%
CYP3A4 substrate	-	0.6365	63.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8321	83.21%
CYP3A4 inhibition	-	0.8674	86.74%
CYP2C9 inhibition	-	0.8768	87.68%
CYP2C19 inhibition	-	0.8802	88.02%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.8860	88.60%
CYP2C8 inhibition	-	0.9923	99.23%
CYP inhibitory promiscuity	-	0.9947	99.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.4593	45.93%
Eye corrosion	-	0.9753	97.53%
Eye irritation	-	0.8214	82.14%
Skin irritation	-	0.7432	74.32%
Skin corrosion	-	0.9228	92.28%
Ames mutagenesis	-	0.6878	68.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5144	51.44%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8790	87.90%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7066	70.66%
Acute Oral Toxicity (c)	III	0.5941	59.41%
Estrogen receptor binding	+	0.7025	70.25%
Androgen receptor binding	-	0.5076	50.76%
Thyroid receptor binding	+	0.6009	60.09%
Glucocorticoid receptor binding	+	0.5680	56.80%
Aromatase binding	+	0.6227	62.27%
PPAR gamma	+	0.6831	68.31%
Honey bee toxicity	-	0.9658	96.58%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	-	0.8923	89.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.32%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.15%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.49%	85.14%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.57%	88.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.34%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.42%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	81.62%	83.82%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.49%	93.40%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.12%	93.03%
CHEMBL4208	P20618	Proteasome component C5	80.86%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14671621
• LOTUS: LTS0173192
• wikiData: Q77508928