Gymnopeptide B

Details

• Internal ID: 155288e9-86be-40b3-8571-fb17550e25c6
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,9S,12S,15S,18S,21S,24S,27S,30S,33S,36S,39S,42S,45S,51S,54S)-33-(1-hydroxyethyl)-1,4,7,13,15,19,25,31,37,39,43,45,49,54-tetradecamethyl-3,9,12,18,21,24,27,30,36,42,51-undeca(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31,34,37,40,43,46,49,52-octadecazacyclotetrapentacontane-2,5,8,11,14,17,20,23,26,29,32,35,38,41,44,47,50,53-octadecone
• SMILES (Canonical): CC1C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)N(CC(=O)N(C(C(=O)N(C(C(=O)NC(C(=O)N(CC(=O)N1)C)C(C)C)C)C)C(C)C)C)C)C(C)C)C(C)C)C)C)C(C)C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C)C(C)O)C(C)C)C)C)C(C)C)C
• SMILES (Isomeric): C[C@H]1C(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N(CC(=O)N([C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N(CC(=O)N1)C)C(C)C)C)C)C(C)C)C)C)C(C)C)C(C)C)C)C)C(C)C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C)C(C)O)C(C)C)C)C)C(C)C)C
• InChI: InChI=1S/C85H152N18O19/c1-40(2)58-80(117)94(28)38-56(105)86-51(23)77(114)98(32)63(44(9)10)71(108)87-52(24)79(116)100(34)66(47(15)16)76(113)93-62(55(27)104)84(121)103(37)68(49(19)20)75(112)92-61(43(7)8)83(120)102(36)67(48(17)18)74(111)91-60(42(5)6)82(119)101(35)64(45(11)12)72(109)88-53(25)78(115)99(33)65(46(13)14)73(110)90-59(41(3)4)81(118)95(29)39-57(106)97(31)69(50(21)22)85(122)96(30)54(26)70(107)89-58/h40-55,58-69,104H,38-39H2,1-37H3,(H,86,105)(H,87,108)(H,88,109)(H,89,107)(H,90,110)(H,91,111)(H,92,112)(H,93,113)/t51-,52-,53-,54-,55?,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,69-/m0/s1
• InChI Key: HMASTEQXASMBFL-ZSIGTSDJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₈₅H₁₅₂N₁₈O₁₉
• Molecular Weight: 1730.20 g/mol
• Exact Mass: 1729.14811469 g/mol
• Topological Polar Surface Area (TPSA): 456.00 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 0.09
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

• (3S,9S,12S,15S,18S,21S,24S,27S,30S,33S,36S,39S,42S,45S,51S,54S)-33-(1-hydroxyethyl)-1,4,7,13,15,19,25,31,37,39,43,45,49,54-tetradecamethyl-3,9,12,18,21,24,27,30,36,42,51-undeca(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31,34,37,40,43,46,49,52-octadecazacyclotetrapentacontane-2,5,8,11,14,17,20,23,26,29,32,35,38,41,44,47,50,53-octadecone
• RefChem:144894
• CHEBI:206421

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6264	62.64%
Caco-2	-	0.8555	85.55%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5273	52.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8521	85.21%
OATP1B3 inhibitior	+	0.8357	83.57%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9519	95.19%
P-glycoprotein inhibitior	+	0.7416	74.16%
P-glycoprotein substrate	+	0.6996	69.96%
CYP3A4 substrate	+	0.6366	63.66%
CYP2C9 substrate	-	0.6027	60.27%
CYP2D6 substrate	-	0.8568	85.68%
CYP3A4 inhibition	-	0.9274	92.74%
CYP2C9 inhibition	-	0.9439	94.39%
CYP2C19 inhibition	-	0.9206	92.06%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.9295	92.95%
CYP2C8 inhibition	-	0.7615	76.15%
CYP inhibitory promiscuity	-	1.0000	100.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5912	59.12%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.8960	89.60%
Skin irritation	-	0.7469	74.69%
Skin corrosion	-	0.9143	91.43%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7029	70.29%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.6430	64.30%
skin sensitisation	-	0.8869	88.69%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5713	57.13%
Acute Oral Toxicity (c)	III	0.7096	70.96%
Estrogen receptor binding	+	0.7380	73.80%
Androgen receptor binding	+	0.7296	72.96%
Thyroid receptor binding	+	0.5579	55.79%
Glucocorticoid receptor binding	+	0.6853	68.53%
Aromatase binding	+	0.6462	64.62%
PPAR gamma	+	0.7599	75.99%
Honey bee toxicity	-	0.8240	82.40%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.9187	91.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.23%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.08%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.86%	97.25%
CHEMBL1949	P62937	Cyclophilin A	94.71%	98.57%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.46%	85.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.19%	90.08%
CHEMBL4072	P07858	Cathepsin B	90.81%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.01%	95.56%
CHEMBL4588	P22894	Matrix metalloproteinase 8	87.79%	94.66%
CHEMBL1937	Q92769	Histone deacetylase 2	87.32%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.06%	97.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.70%	88.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.65%	90.71%
CHEMBL321	P14780	Matrix metalloproteinase 9	85.43%	92.12%
CHEMBL333	P08253	Matrix metalloproteinase-2	85.02%	96.31%
CHEMBL4208	P20618	Proteasome component C5	84.33%	90.00%
CHEMBL255	P29275	Adenosine A2b receptor	83.32%	98.59%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.87%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.88%	99.23%
CHEMBL299	P17252	Protein kinase C alpha	80.86%	98.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.05%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588055
• LOTUS: LTS0166698
• wikiData: Q105030437