N1,N5,N10,N14-Tetra-trans-p-coumaroylspermine

Details

• Internal ID: 30bf8ffc-e41c-47da-b19e-ec19ad9ea28b
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: (E)-3-(4-hydroxyphenyl)-N-[3-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-[4-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-[3-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]amino]propyl]amino]butyl]amino]propyl]prop-2-enamide
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)NCCCN(CCCCN(CCCNC(=O)C=CC2=CC=C(C=C2)O)C(=O)C=CC3=CC=C(C=C3)O)C(=O)C=CC4=CC=C(C=C4)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C(=O)NCCCN(C(=O)/C=C/C2=CC=C(C=C2)O)CCCCN(C(=O)/C=C/C3=CC=C(C=C3)O)CCCNC(=O)/C=C/C4=CC=C(C=C4)O)O
• InChI: InChI=1S/C46H50N4O8/c51-39-17-5-35(6-18-39)13-25-43(55)47-29-3-33-49(45(57)27-15-37-9-21-41(53)22-10-37)31-1-2-32-50(46(58)28-16-38-11-23-42(54)24-12-38)34-4-30-48-44(56)26-14-36-7-19-40(52)20-8-36/h5-28,51-54H,1-4,29-34H2,(H,47,55)(H,48,56)/b25-13+,26-14+,27-15+,28-16+
• InChI Key: KKJYIHSXTUGJLP-BRJCPHQQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₀N₄O₈
• Molecular Weight: 786.90 g/mol
• Exact Mass: 786.36286457 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.11
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 21

Synonyms

• (2E,2'E)-N,N'-(Butane-1,4-diyl)bis(3-(4-hydroxyphenyl)-N-(3-((E)-3-(4-hydroxyphenyl)acrylamido)propyl)acrylamide)
• 364048-95-3
• CHEBI:139427
• AKOS040739789
• L019839
• (2E)-3-(4-hydroxyphenyl)-N-{3-[(2E)-3-(4-hydroxyphenyl)-N-{4-[(2E)-3-(4-hydroxyphenyl)-N-{3-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]propyl}prop-2-enamido]butyl}prop-2-enamido]propyl}prop-2-enamide
• (E)-3-(4-hydroxyphenyl)-N-[3-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-[4-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-[3-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]amino]propyl]amino]butyl]amino]propyl]prop-2-enamide
• N,N'-[4,9-Bis(4-hydroxy-trans-cinnamoyl)-4,9-diazadodecane-1,12-diyl]bis(4-hydroxy-trans-cinnamamide)
• NCGC00384571-01!(E)-3-(4-hydroxyphenyl)-N-[3-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-[4-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-[3-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]amino]propyl]amino]butyl]amino]propyl]prop-2-enamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9339	93.39%
Caco-2	-	0.8647	86.47%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8387	83.87%
OATP2B1 inhibitior	-	0.7101	71.01%
OATP1B1 inhibitior	+	0.8520	85.20%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8979	89.79%
P-glycoprotein inhibitior	+	0.8077	80.77%
P-glycoprotein substrate	-	0.5432	54.32%
CYP3A4 substrate	+	0.5248	52.48%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8250	82.50%
CYP3A4 inhibition	+	0.7557	75.57%
CYP2C9 inhibition	-	0.8709	87.09%
CYP2C19 inhibition	-	0.8447	84.47%
CYP2D6 inhibition	-	0.7652	76.52%
CYP1A2 inhibition	-	0.9120	91.20%
CYP2C8 inhibition	-	0.6516	65.16%
CYP inhibitory promiscuity	-	0.8726	87.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7928	79.28%
Carcinogenicity (trinary)	Non-required	0.6035	60.35%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.7745	77.45%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6982	69.82%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9078	90.78%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6320	63.20%
Acute Oral Toxicity (c)	III	0.6382	63.82%
Estrogen receptor binding	+	0.8049	80.49%
Androgen receptor binding	+	0.8745	87.45%
Thyroid receptor binding	+	0.5573	55.73%
Glucocorticoid receptor binding	+	0.6038	60.38%
Aromatase binding	+	0.5355	53.55%
PPAR gamma	+	0.7380	73.80%
Honey bee toxicity	-	0.9250	92.50%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9161	91.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.54%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.27%	91.11%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	91.41%	89.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.19%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.86%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.03%	96.00%
CHEMBL4040	P28482	MAP kinase ERK2	86.26%	83.82%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.15%	85.31%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.54%	85.00%
CHEMBL3401	O75469	Pregnane X receptor	84.13%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.31%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.94%	90.71%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	82.71%	96.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.88%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.58%	95.56%
CHEMBL2514	O95665	Neurotensin receptor 2	81.55%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.47%	90.00%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	80.02%	89.33%

Plants that contains it

• Castanopsis eyrei
• Eucalyptus decorticans
• Euryops rupestris
• Holarrhena pubescens
• Hymenophyllum nephrophyllum
• Hypericum carinatum
• Isodon loxothyrsus
• Laetia corymbulosa
• Litsea verticillata
• Persicaria mitis

Cross-Links

• PubChem: 9810941
• NPASS: NPC280407