[4-[(2R)-2-[(3R,6S,9S,11R,15R,18S,20S,21S,24S,25S,26S)-3-[(1R)-3-amino-1-hydroxy-3-oxopropyl]-18-(hexadecanoylamino)-11,20,21,25-tetrahydroxy-15-[(1S)-1-hydroxyethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-6-yl]-2-hydroxyethyl]-2-hydroxyphenyl] hydrogen sulfate

Details

• Internal ID: b19f00e0-dc17-49cd-ada7-57f97e083295
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: [4-[(2R)-2-[(3R,6S,9S,11R,15R,18S,20S,21S,24S,25S,26S)-3-[(1R)-3-amino-1-hydroxy-3-oxopropyl]-18-(hexadecanoylamino)-11,20,21,25-tetrahydroxy-15-[(1S)-1-hydroxyethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-6-yl]-2-hydroxyethyl]-2-hydroxyphenyl] hydrogen sulfate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)NC1CC(C(NC(=O)C2C(C(CN2C(=O)C(NC(=O)C(NC(=O)C3CC(CN3C(=O)C(NC1=O)C(C)O)O)C(CC4=CC(=C(C=C4)OS(=O)(=O)O)O)O)C(CC(=O)N)O)C)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)N[C@H]1C[C@@H]([C@@H](NC(=O)[C@@H]2[C@H]([C@H](CN2C(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H]3C[C@H](CN3C(=O)[C@H](NC1=O)[C@H](C)O)O)[C@@H](CC4=CC(=C(C=C4)OS(=O)(=O)O)O)O)[C@@H](CC(=O)N)O)C)O)O)O
• InChI: InChI=1S/C51H82N8O20S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-39(67)53-31-23-36(65)47(71)57-49(73)43-44(68)27(2)25-59(43)51(75)42(35(64)24-38(52)66)56-48(72)41(34(63)21-29-18-19-37(33(62)20-29)79-80(76,77)78)55-46(70)32-22-30(61)26-58(32)50(74)40(28(3)60)54-45(31)69/h18-20,27-28,30-32,34-36,40-44,47,60-65,68,71H,4-17,21-26H2,1-3H3,(H2,52,66)(H,53,67)(H,54,69)(H,55,70)(H,56,72)(H,57,73)(H,76,77,78)/t27-,28-,30+,31-,32-,34+,35+,36-,40+,41-,42+,43-,44-,47-/m0/s1
• InChI Key: GFEXQVWXQYCVIC-JDCJFAQOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂N₈O₂₀S
• Molecular Weight: 1159.30 g/mol
• Exact Mass: 1158.53660821 g/mol
• Topological Polar Surface Area (TPSA): 463.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): -3.12
• H-Bond Acceptor: 19
• H-Bond Donor: 15
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6850	68.50%
Caco-2	-	0.8599	85.99%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.3923	39.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8401	84.01%
OATP1B3 inhibitior	+	0.9241	92.41%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8728	87.28%
P-glycoprotein inhibitior	+	0.7412	74.12%
P-glycoprotein substrate	+	0.8651	86.51%
CYP3A4 substrate	+	0.7365	73.65%
CYP2C9 substrate	-	0.8065	80.65%
CYP2D6 substrate	-	0.8154	81.54%
CYP3A4 inhibition	-	0.8607	86.07%
CYP2C9 inhibition	-	0.7895	78.95%
CYP2C19 inhibition	-	0.7621	76.21%
CYP2D6 inhibition	-	0.8522	85.22%
CYP1A2 inhibition	-	0.7983	79.83%
CYP2C8 inhibition	+	0.8326	83.26%
CYP inhibitory promiscuity	-	0.9576	95.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	+	0.5300	53.00%
Carcinogenicity (trinary)	Non-required	0.6174	61.74%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.7616	76.16%
Skin corrosion	-	0.9102	91.02%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3749	37.49%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.5680	56.80%
skin sensitisation	-	0.8401	84.01%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7339	73.39%
Acute Oral Toxicity (c)	III	0.5811	58.11%
Estrogen receptor binding	+	0.7713	77.13%
Androgen receptor binding	+	0.7376	73.76%
Thyroid receptor binding	+	0.5738	57.38%
Glucocorticoid receptor binding	+	0.6083	60.83%
Aromatase binding	+	0.6372	63.72%
PPAR gamma	+	0.7755	77.55%
Honey bee toxicity	-	0.7155	71.55%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5965	59.65%
Fish aquatic toxicity	+	0.9550	95.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.81%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.72%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.19%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.01%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	96.84%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.04%	97.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.46%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.37%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.92%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.32%	95.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.40%	92.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.98%	100.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	89.44%	95.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.41%	91.03%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	89.25%	96.90%
CHEMBL255	P29275	Adenosine A2b receptor	88.97%	98.59%
CHEMBL340	P08684	Cytochrome P450 3A4	88.83%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.69%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.39%	92.88%
CHEMBL2535	P11166	Glucose transporter	88.24%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.88%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.15%	96.61%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.93%	82.38%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.83%	96.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.66%	93.03%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	83.79%	97.64%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	83.74%	96.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.59%	97.14%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.36%	80.33%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.14%	94.66%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.13%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.73%	95.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.41%	94.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	82.32%	96.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.05%	89.50%
CHEMBL5255	O00206	Toll-like receptor 4	81.87%	92.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.34%	96.47%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.97%	97.21%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.65%	96.38%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.16%	96.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.06%	90.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162849771
• LOTUS: LTS0154741
• wikiData: Q105007507