Geographutoxin I

Details

• Internal ID: e75bb4e3-cd15-4cc7-9279-e9ffc47d8991
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S)-3-[[(2S)-2-amino-5-carbamimidamidopentanoyl]amino]-4-oxo-4-[[(1R,4S,7S,10S,12R,16S,19R,22S,25S,28S,31S,34R,37S,40S,43S,45R,49S,51R,55S,58R,65R,72R)-16,31,37,40-tetrakis(4-aminobutyl)-65-[[(2S)-1-amino-1-oxopropan-2-yl]carbamoyl]-7,22-bis(3-amino-3-oxopropyl)-4,25-bis(3-carbamimidamidopropyl)-28-(carboxymethyl)-12,45,51-trihydroxy-55-[(1R)-1-hydroxyethyl]-3,6,9,15,18,21,24,27,30,33,36,39,42,48,54,57,63,71-octadecaoxo-60,61,67,68,74,75-hexathia-2,5,8,14,17,20,23,26,29,32,35,38,41,47,53,56,64,70-octadecazahexacyclo[32.28.7.719,58.010,14.043,47.049,53]hexaheptacontan-72-yl]amino]butanoic acid
• InChI: InChI=1S/C100H170N38O32S6/c1-46(76(108)149)118-87(160)62-40-171-172-41-63-88(161)122-52(15-3-7-25-101)80(153)128-61(36-74(147)148)85(158)121-55(19-12-30-116-99(111)112)79(152)123-57(21-23-71(106)143)84(157)131-64-42-173-175-44-66(132-86(159)60(35-73(145)146)127-77(150)51(105)14-11-29-115-98(109)110)91(164)134-67(92(165)135-75(47(2)139)97(170)138-39-50(142)34-70(138)96(169)137-38-49(141)33-69(137)94(167)124-54(17-5-9-27-103)78(151)119-53(81(154)129-63)16-4-8-26-102)45-176-174-43-65(90(163)133-62)130-82(155)56(20-13-31-117-100(113)114)120-83(156)58(22-24-72(107)144)125-93(166)68-32-48(140)37-136(68)95(168)59(126-89(64)162)18-6-10-28-104/h46-70,75,139-142H,3-45,101-105H2,1-2H3,(H2,106,143)(H2,107,144)(H2,108,149)(H,118,160)(H,119,151)(H,120,156)(H,121,158)(H,122,161)(H,123,152)(H,124,167)(H,125,166)(H,126,162)(H,127,150)(H,128,153)(H,129,154)(H,130,155)(H,131,157)(H,132,159)(H,133,163)(H,134,164)(H,135,165)(H,145,146)(H,147,148)(H4,109,110,115)(H4,111,112,116)(H4,113,114,117)/t46-,47+,48+,49+,50+,51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,69-,70-,75-/m0/s1
• InChI Key: JXBJHMUQZOSJPJ-HTVVLJMASA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀₀H₁₇₀N₃₈O₃₂S₆
• Molecular Weight: 2609.10 g/mol
• Exact Mass: 2608.1201173 g/mol
• Topological Polar Surface Area (TPSA): 1340.00 Ų
• XlogP: -21.60
• Atomic LogP (AlogP): -17.22
• H-Bond Acceptor: 44
• H-Bond Donor: 41
• Rotatable Bonds: 46

Synonyms

• 86394-16-3
• RefChem:819572
• (3S)-3-(((2S)-2-amino-5-carbamimidamido-1-hydroxypentylidene)amino)-4-hydroxy-4-(((1R,4S,7S,10S,12R,16S,19R,22S,25S,28S,31S,34R,37S,40S,43S,45R,49S,51R,55S,58R,65R,72R)-16,31,37,40-tetrakis(4-aminobutyl)-4,25-bis(3-carbamimidamidopropyl)-28-(carboxymethyl)-3,6,9,12,18,21,24,27,30,33,36,39,42,45,51,57,63,71-octadecahydroxy-55-((1R)-1-hydroxyethyl)-65-(C-hydroxy-N-((2S)-1-hydroxy-1-iminopropan-2-yl)carbonimidoyl)-7,22-bis(3-hydroxy-3-iminopropyl)-15,48,54-trioxo-60,61,67,68,74,75-hexathia-2,5,8,14,17,20,23,26,29,32,35,38,41,47,53,56,64,70-octadecazahexacyclo(32.28.7.719,58.010,14.043,47.049,53)hexaheptaconta-2,5,8,17,20,23,26,29,32,35,38,41,56,63,70-pentadecaen-72-yl)imino)butanoic acid
• (3S)-3-(((2S)-2-amino-5-carbamimidamidopentanoyl)amino)-4-oxo-4-(((1R,4S,7S,10S,12R,16S,19R,22S,25S,28S,31S,34R,37S,40S,43S,45R,49S,51R,55S,58R,65R,72R)-16,31,37,40-tetrakis(4-aminobutyl)-65-(((2S)-1-amino-1-oxopropan-2-yl)carbamoyl)-7,22-bis(3-amino-3-oxopropyl)-4,25-bis(3-carbamimidamidopropyl)-28-(carboxymethyl)-12,45,51-trihydroxy-55-((1R)-1-hydroxyethyl)-3,6,9,15,18,21,24,27,30,33,36,39,42,48,54,57,63,71-octadecaoxo-60,61,67,68,74,75-hexathia-2,5,8,14,17,20,23,26,29,32,35,38,41,47,53,56,64,70-octadecazahexacyclo(32.28.7.719,58.010,14.043,47.049,53)hexaheptacontan-72-yl)amino)butanoic acid
• 129129-65-3
• mu-conotoxin GIIIA
• mu-Conotoxin G IIIA
• CHEMBL4562161
• .mu.-Conotoxin G IIIA
• Conotoxin G IIIA
• micro-Conotoxin GIIIA
• UNII-0C5T02KI0E
• m-Conotoxin GIIIA
• 0C5T02KI0E
• mu-Conotoxin G IIIA (reduced)
• SCHEMBL29575855
• DTXSID101339126
• BDBM50520482
• FC108760
• L-Alaninamide, L-arginyl-L-alpha-aspartyl-L-cysteinyl-L-cysteinyl-L-threonyl-(4R)-4-hydroxy-L-prolyl-(4R)-4-hydroxy-L-prolyl-L-lysyl-L-lysyl-L-cysteinyl-L-lysyl-L-alpha-aspartyl-L-arginyl-L-glutaminyl-L-cysteinyl-L-lysyl-(4R)-4-hydroxy-L-prolyl-l
• H-Arg-Asp-Cys-Cys-Thr-Hyp-Hyp-Lys-Lys-Cys-Lys-Asp-Arg-Gln-Cys-Lys-Hyp-Gln-Arg-Cys-Cys-Ala-NH2; H-RDCCT(hyP)(hyP)KKCKDRQCK(hyP)QRCCA- NH2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6921	69.21%
Caco-2	-	0.8562	85.62%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5356	53.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8274	82.74%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9631	96.31%
P-glycoprotein inhibitior	+	0.7417	74.17%
P-glycoprotein substrate	+	0.8814	88.14%
CYP3A4 substrate	+	0.7425	74.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8168	81.68%
CYP3A4 inhibition	-	0.9765	97.65%
CYP2C9 inhibition	-	0.8685	86.85%
CYP2C19 inhibition	-	0.8329	83.29%
CYP2D6 inhibition	-	0.9012	90.12%
CYP1A2 inhibition	-	0.8488	84.88%
CYP2C8 inhibition	+	0.7580	75.80%
CYP inhibitory promiscuity	-	0.9918	99.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5586	55.86%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.8952	89.52%
Skin irritation	-	0.7470	74.70%
Skin corrosion	-	0.9178	91.78%
Ames mutagenesis	-	0.5264	52.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6974	69.74%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.5300	53.00%
skin sensitisation	-	0.8255	82.55%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.5776	57.76%
Acute Oral Toxicity (c)	III	0.5271	52.71%
Estrogen receptor binding	-	0.6041	60.41%
Androgen receptor binding	+	0.7635	76.35%
Thyroid receptor binding	+	0.8030	80.30%
Glucocorticoid receptor binding	+	0.8509	85.09%
Aromatase binding	+	0.8237	82.37%
PPAR gamma	+	0.8020	80.20%
Honey bee toxicity	-	0.6434	64.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.6179	61.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.82%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.76%	96.09%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	99.61%	96.11%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	99.23%	92.32%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	98.85%	85.00%
CHEMBL1628481	P35414	Apelin receptor	98.67%	97.89%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	98.53%	97.23%
CHEMBL2821	P00748	Coagulation factor XII	98.15%	96.21%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	98.08%	98.33%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	97.98%	95.00%
CHEMBL236	P41143	Delta opioid receptor	97.58%	99.35%
CHEMBL3776	Q14790	Caspase-8	97.55%	97.06%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	97.45%	96.67%
CHEMBL4801	P29466	Caspase-1	97.44%	96.85%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.33%	94.45%
CHEMBL2514	O95665	Neurotensin receptor 2	96.72%	100.00%
CHEMBL1801	P00747	Plasminogen	96.71%	92.44%
CHEMBL2094135	Q96BI3	Gamma-secretase	96.51%	98.05%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	96.46%	96.90%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	96.24%	88.42%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	96.17%	95.50%
CHEMBL4071	P08311	Cathepsin G	95.49%	94.64%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	95.35%	93.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	95.25%	96.03%
CHEMBL221	P23219	Cyclooxygenase-1	95.18%	90.17%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	94.49%	98.94%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	94.38%	93.10%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.14%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	94.01%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.75%	97.09%
CHEMBL4633	P22001	Voltage-gated potassium channel subunit Kv1.3	93.45%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.39%	91.11%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.09%	97.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.78%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.39%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.23%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	92.17%	91.19%
CHEMBL1075317	P61964	WD repeat-containing protein 5	92.05%	96.33%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.81%	97.29%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	91.73%	91.81%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	91.61%	96.25%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	90.63%	92.29%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.42%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.92%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	89.90%	83.82%
CHEMBL2068	P29317	Ephrin type-A receptor 2	89.83%	97.49%
CHEMBL4374	Q9Y5X4	Photoreceptor-specific nuclear receptor	89.81%	85.00%
CHEMBL2443	P49862	Kallikrein 7	89.49%	94.00%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	87.92%	95.20%
CHEMBL4302	P08183	P-glycoprotein 1	87.11%	92.98%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.10%	93.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.09%	93.03%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.92%	89.50%
CHEMBL5028	O14672	ADAM10	86.84%	97.50%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.77%	100.00%
CHEMBL4625	Q07817	Apoptosis regulator Bcl-X	86.57%	99.77%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	86.06%	94.55%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.01%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.95%	95.56%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	85.11%	94.01%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.87%	97.86%
CHEMBL3837	P07711	Cathepsin L	84.24%	96.61%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	84.14%	98.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.37%	95.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.31%	90.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.29%	100.00%
CHEMBL3784	Q09472	Histone acetyltransferase p300	83.27%	93.33%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	83.24%	81.58%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	83.07%	96.00%
CHEMBL299	P17252	Protein kinase C alpha	82.09%	98.03%
CHEMBL3468	P55210	Caspase-7	81.96%	95.68%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	81.69%	90.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.18%	94.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.14%	91.03%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.89%	95.56%
CHEMBL3384	Q16512	Protein kinase N1	80.34%	80.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.00%	97.25%

Plants that contains it

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Cross-Links

• PubChem: 56843427
• LOTUS: LTS0246649
• wikiData: Q105136500