Conotoxin GI

Details

• Internal ID: 649bc2f1-287c-41a4-9677-1522708af4c0
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (4S)-4-amino-5-[[(1R,7S,10S,13S,16S,19R,24R,27S,33S,36S,43R)-27-(2-amino-2-oxoethyl)-19-carbamoyl-7-[3-(diaminomethylideneamino)propyl]-16-(hydroxymethyl)-13-[(3-hydroxyphenyl)methyl]-10-(1H-imidazol-5-ylmethyl)-36-methyl-2,5,8,11,14,17,25,28,34,37,44-undecaoxo-21,22,40,41-tetrathia-3,6,9,12,15,18,26,29,35,38,45-undecazatricyclo[22.14.7.029,33]pentatetracontan-43-yl]amino]-5-oxopentanoic acid
• SMILES (Canonical): CC1C(=O)NC2CSSCC(C(=O)NC(CSSCC(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CNC2=O)CCCN=C(N)N)CC3=CN=CN3)CC4=CC(=CC=C4)O)CO)C(=O)N)C(=O)NC(C(=O)N5CCCC5C(=O)N1)CC(=O)N)NC(=O)C(CCC(=O)O)N
• SMILES (Isomeric): C[C@H]1C(=O)N[C@H]2CSSC[C@@H](C(=O)N[C@@H](CSSC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC2=O)CCCN=C(N)N)CC3=CN=CN3)CC4=CC(=CC=C4)O)CO)C(=O)N)C(=O)N[C@H](C(=O)N5CCC[C@H]5C(=O)N1)CC(=O)N)NC(=O)[C@H](CCC(=O)O)N
• InChI: InChI=1S/C55H80N20O18S4/c1-25-44(83)72-36-21-95-97-22-37(73-45(84)29(56)9-10-42(80)81)52(91)74-38(51(90)69-33(16-40(57)78)54(93)75-12-4-8-39(75)53(92)65-25)23-96-94-20-35(43(58)82)71-50(89)34(19-76)70-48(87)31(14-26-5-2-6-28(77)13-26)67-49(88)32(15-27-17-61-24-64-27)68-47(86)30(7-3-11-62-55(59)60)66-41(79)18-63-46(36)85/h2,5-6,13,17,24-25,29-39,76-77H,3-4,7-12,14-16,18-23,56H2,1H3,(H2,57,78)(H2,58,82)(H,61,64)(H,63,85)(H,65,92)(H,66,79)(H,67,88)(H,68,86)(H,69,90)(H,70,87)(H,71,89)(H,72,83)(H,73,84)(H,74,91)(H,80,81)(H4,59,60,62)/t25-,29-,30-,31-,32-,33-,34-,35-,36-,37-,38-,39-/m0/s1
• InChI Key: CSUQNJQRLCOOSR-NAKBKFBQSA-N
• Popularity: 57 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₀N₂₀O₁₈S₄
• Molecular Weight: 1437.60 g/mol
• Exact Mass: 1436.48423048 g/mol
• Topological Polar Surface Area (TPSA): 725.00 Ų
• XlogP: -10.10
• Atomic LogP (AlogP): -8.74
• H-Bond Acceptor: 24
• H-Bond Donor: 20
• Rotatable Bonds: 17

Synonyms

• Conotoxin G I
• Alpha-GI
• RefChem:127803
• (4S)-4-amino-4-(((1R,7S,10S,13S,16S,19R,24R,27S,33S,36S,43R)-7-(3-carbamimidamidopropyl)-19-carbamoyl-27-(carbamoylmethyl)-16-(hydroxymethyl)-13-((3-hydroxyphenyl)methyl)-10-(1H-imidazol-5-ylmethyl)-36-methyl-2,5,8,11,14,17,25,28,34,37,44-undecaoxo-21,22,40,41-tetrathia-3,6,9,12,15,18,26,29,35,38,45-undecaazatricyclo(22.14.7.0^(29,33))pentatetracontan-43-yl)carbamoyl)butanoic acid
• (4S)-4-amino-5-(((1R,7S,10S,13S,16S,19R,24R,27S,33S,36S,43R)-27-(2-amino-2-oxoethyl)-19-carbamoyl-7-(3-(diaminomethylideneamino)propyl)-16-(hydroxymethyl)-13-((3-hydroxyphenyl)methyl)-10-(1H-imidazol-5-ylmethyl)-36-methyl-2,5,8,11,14,17,25,28,34,37,44-undecaoxo-21,22,40,41-tetrathia-3,6,9,12,15,18,26,29,35,38,45-undecazatricyclo(22.14.7.029,33)pentatetracontan-43-yl)amino)-5-oxopentanoic acid
• 76862-65-2
• Alpha-Conotoxin GI
• alpha-Conotoxin G I
• Myotoxin from Conus geographus venom
• GTPL3983
• SCHEMBL29503480
• Q27074397
• alpha-Conotoxin G I (reduced), cyclic (2-7),(3-13)-bis(disulfide)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6779	67.79%
Caco-2	-	0.8637	86.37%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5614	56.14%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8165	81.65%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.7809	78.09%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9541	95.41%
P-glycoprotein inhibitior	+	0.7425	74.25%
P-glycoprotein substrate	+	0.8877	88.77%
CYP3A4 substrate	+	0.7511	75.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8347	83.47%
CYP3A4 inhibition	-	0.9405	94.05%
CYP2C9 inhibition	-	0.8666	86.66%
CYP2C19 inhibition	-	0.8313	83.13%
CYP2D6 inhibition	-	0.8881	88.81%
CYP1A2 inhibition	-	0.8226	82.26%
CYP2C8 inhibition	+	0.8490	84.90%
CYP inhibitory promiscuity	-	0.9656	96.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5633	56.33%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.8961	89.61%
Skin irritation	-	0.7605	76.05%
Skin corrosion	-	0.9230	92.30%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6616	66.16%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.8344	83.44%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.5364	53.64%
Acute Oral Toxicity (c)	III	0.5317	53.17%
Estrogen receptor binding	+	0.5623	56.23%
Androgen receptor binding	+	0.6326	63.26%
Thyroid receptor binding	+	0.6798	67.98%
Glucocorticoid receptor binding	+	0.7249	72.49%
Aromatase binding	+	0.7662	76.62%
PPAR gamma	+	0.6880	68.80%
Honey bee toxicity	-	0.6555	65.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7437	74.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.82%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.81%	98.95%
CHEMBL236	P41143	Delta opioid receptor	99.75%	99.35%
CHEMBL4040	P28482	MAP kinase ERK2	99.72%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.94%	94.45%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	98.84%	93.10%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	97.83%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.09%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	96.95%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	96.82%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.71%	85.14%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	96.53%	97.23%
CHEMBL4071	P08311	Cathepsin G	96.50%	94.64%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	96.44%	93.03%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	96.03%	97.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.13%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.91%	90.71%
CHEMBL5203	P33316	dUTP pyrophosphatase	93.56%	99.18%
CHEMBL1902	P62942	FK506-binding protein 1A	93.16%	97.05%
CHEMBL2535	P11166	Glucose transporter	93.01%	98.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	92.82%	96.90%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.66%	99.15%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.56%	93.00%
CHEMBL233	P35372	Mu opioid receptor	92.15%	97.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.14%	86.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.99%	90.08%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	91.70%	96.11%
CHEMBL2093869	P05106	Integrin alpha-IIb/beta-3	91.52%	95.42%
CHEMBL1255126	O15151	Protein Mdm4	90.82%	90.20%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.52%	95.58%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.24%	99.23%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.77%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.45%	95.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.39%	91.24%
CHEMBL4633	P22001	Voltage-gated potassium channel subunit Kv1.3	88.67%	100.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	88.48%	95.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.48%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.14%	97.14%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.06%	82.38%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.44%	92.88%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.45%	92.32%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.10%	93.56%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	82.08%	99.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.94%	97.09%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.77%	95.56%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	81.66%	98.24%
CHEMBL340	P08684	Cytochrome P450 3A4	81.40%	91.19%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	81.39%	85.83%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.08%	94.00%
CHEMBL2443	P49862	Kallikrein 7	80.91%	94.00%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	80.87%	88.42%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 25084484
• LOTUS: LTS0155763
• wikiData: Q27074397