Joro spider toxin

Details

• Internal ID: d6556347-5c8d-4621-94e1-088a7316a3bb
• Taxonomy: Benzenoids > Phenols > Benzenediols > Resorcinols
• IUPAC Name: (2S)-N-[5-[3-[4-(3-aminopropylamino)butylamino]propanoylamino]pentyl]-2-[[2-(2,4-dihydroxyphenyl)acetyl]amino]butanediamide
• SMILES (Canonical): C1=CC(=C(C=C1O)O)CC(=O)NC(CC(=O)N)C(=O)NCCCCCNC(=O)CCNCCCCNCCCN
• SMILES (Isomeric): C1=CC(=C(C=C1O)O)CC(=O)N[C@@H](CC(=O)N)C(=O)NCCCCCNC(=O)CCNCCCCNCCCN
• InChI: InChI=1S/C27H47N7O6/c28-10-6-13-30-11-4-5-12-31-16-9-25(38)32-14-2-1-3-15-33-27(40)22(19-24(29)37)34-26(39)17-20-7-8-21(35)18-23(20)36/h7-8,18,22,30-31,35-36H,1-6,9-17,19,28H2,(H2,29,37)(H,32,38)(H,33,40)(H,34,39)/t22-/m0/s1
• InChI Key: SJLRBGDPTALRDM-QFIPXVFZSA-N
• Popularity: 69 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₇N₇O₆
• Molecular Weight: 565.70 g/mol
• Exact Mass: 565.35878224 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -0.90
• H-Bond Acceptor: 9
• H-Bond Donor: 9
• Rotatable Bonds: 23

Synonyms

• (2S)-N-[5-[3-[4-(3-aminopropylamino)butylamino]propanoylamino]pentyl]-2-[[2-(2,4-dihydroxyphenyl)acetyl]amino]butanediamide
• (2S)-N-{5-[3-({4-[(3-aminopropyl)amino]butyl}amino)propanamido]pentyl}-2-[2-(2,4-dihydroxyphenyl)acetamido]butanediamide
• (2S)-N1-(5-((3-((4-((3-AMINOPROPYL)AMINO)BUTYL)AMINO)-1-OXOPROPYL)AMINO)PENTYL)-2-(2-((2,4-DIHYDROXYPHENYL)ACETYL)AMINO)BUTANEDIAMIDE
• (2S)-N1-[5-[[3-[[4-[(3-Aminopropyl)amino]butyl]amino]-1-oxopropyl]amino]pentyl]-2-[2-[(2,4-dihydroxyphenyl)acetyl]amino]butanediamide
• (2S)-N-(5-(3-((4-((3-aminopropyl)amino)butyl)amino)propanamido)pentyl)-2-(2-(2,4-dihydroxyphenyl)acetamido)butanediamide
• (2S)-N-(5-(3-(4-(3-aminopropylamino)butylamino)propanoylamino)pentyl)-2-((2-(2,4-dihydroxyphenyl)acetyl)amino)butanediamide
• RefChem:792546
• 690-703-4
• 112163-33-4
• Joro toxin
• Joro Spider Toxin 3
• JSTX-3
• JSTX 3
• MPT5X293RB
• CHEMBL313747
• JORO SPIDER TOXIN JSTX-3
• Butanediamide, N1-(5-((3-((4-((3-aminopropyl)amino)butyl)amino)-1-oxopropyl)amino)pentyl)-2-(((2,4-dihydroxyphenyl)acetyl)amino)-, (2S)-
• AC1L3P2K
• Jorotoxin 3
• C27H47N7O6
• UNII-MPT5X293RB
• GTPL4229
• Neurotoxin 3 (Nephila clavata)
• SCHEMBL28731031
• SCHEMBL29412442
• CHEBI:34802
• DTXSID50149933
• SJLRBGDPTALRDM-QFIPXVFZSA-N
• BDBM50105843
• MFCD23380219
• AKOS040759976
• HY-W420452
• AS-76431
• DA-54555
• XJ184041
• CS-0540030
• G79254
• Q12161794
• 2-Amino-N-{3-[4-(3-amino-propylamino)-butylamino]-propyl}-acetamide
• (2S)-N1-[5-[[3-[[4-[(3-Aminopropyl)amino]butyl]amino]-1-oxopropyl]amino]pentyl]-2-[2-[(2,4-dihydroxypheny l)acetyl]amino]butanediamide
• BUTANEDIAMIDE, N1-(5-((3-((4-((3-AMINOPROPYL)AMINO)BUTYL)AMINO)-1-OXOPROPYL)AMINO)PENTYL)-2-(((2,4-DIHYDROXYPHENYL)ACETYL)AMINO)-, (S)-
• N*1*-(5-{3-[4-(3-Amino-propylamino)-butylamino]-propionylamino}-pentyl)-2-[2-(2,4-dihydroxy-phenyl)-acetylamino]-succinamide
• N~1~-{5-[(N-{4-[(3-Aminopropyl)amino]butyl}-beta-alanyl)amino]pentyl}-N~2~-[(2,4-dihydroxyphenyl)acetyl]-L-aspartamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8238	82.38%
Caco-2	-	0.8936	89.36%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5399	53.99%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8997	89.97%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6356	63.56%
P-glycoprotein inhibitior	+	0.6479	64.79%
P-glycoprotein substrate	+	0.7681	76.81%
CYP3A4 substrate	+	0.5825	58.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6619	66.19%
CYP3A4 inhibition	-	0.9267	92.67%
CYP2C9 inhibition	-	0.9579	95.79%
CYP2C19 inhibition	-	0.8418	84.18%
CYP2D6 inhibition	-	0.8723	87.23%
CYP1A2 inhibition	-	0.7900	79.00%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9841	98.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.7481	74.81%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9228	92.28%
Skin irritation	-	0.7757	77.57%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7805	78.05%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5717	57.17%
skin sensitisation	-	0.8777	87.77%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8929	89.29%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8401	84.01%
Acute Oral Toxicity (c)	III	0.7500	75.00%
Estrogen receptor binding	+	0.7146	71.46%
Androgen receptor binding	+	0.6742	67.42%
Thyroid receptor binding	+	0.5206	52.06%
Glucocorticoid receptor binding	-	0.4688	46.88%
Aromatase binding	+	0.6386	63.86%
PPAR gamma	+	0.6346	63.46%
Honey bee toxicity	-	0.8568	85.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.7266	72.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.51%	98.95%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	98.34%	97.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.73%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.04%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	95.75%	90.20%
CHEMBL4208	P20618	Proteasome component C5	93.07%	90.00%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	92.88%	82.86%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.00%	97.21%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	91.19%	91.79%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.57%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.12%	99.15%
CHEMBL3891	P07384	Calpain 1	89.81%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.12%	95.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.81%	93.10%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	88.77%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.74%	90.17%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	87.50%	89.33%
CHEMBL4581	P52732	Kinesin-like protein 1	87.45%	93.18%
CHEMBL2535	P11166	Glucose transporter	86.86%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.39%	94.45%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	85.91%	96.67%
CHEMBL2514	O95665	Neurotensin receptor 2	84.92%	100.00%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	84.71%	94.01%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.49%	85.00%
CHEMBL2216739	Q92523	Carnitine O-palmitoyltransferase 1, muscle isoform	83.31%	88.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.19%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	81.39%	94.73%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.01%	80.00%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	80.95%	83.14%
CHEMBL340	P08684	Cytochrome P450 3A4	80.90%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.18%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 119582
• LOTUS: LTS0109689
• wikiData: Q12161794