[(2S,3R,4S,5R,6R)-6-[1-[(3S,12R,15Z,18R,21S,24S,25R)-24-[[2-[[3-[(2S,3S,4R,5R)-4-[(2R,3S,4S,5R,6S)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-2-hydroxyhexadecanoyl]amino]-3-hydroxybutanoyl]amino]-12-(3-amino-3-oxopropyl)-15-ethylidene-21-[(1S)-1-hydroxyethyl]-3,18-bis[(4-hydroxyphenyl)methyl]-7,25-dimethyl-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-6-yl]ethoxy]-3-acetyloxy-4,5-dihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: 9b05b454-4043-4589-928d-b94767b820c6
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides > Cyclic glycodepsipeptides
• IUPAC Name: [(2S,3R,4S,5R,6R)-6-[1-[(3S,12R,15Z,18R,21S,24S,25R)-24-[[2-[[3-[(2S,3S,4R,5R)-4-[(2R,3S,4S,5R,6S)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-2-hydroxyhexadecanoyl]amino]-3-hydroxybutanoyl]amino]-12-(3-amino-3-oxopropyl)-15-ethylidene-21-[(1S)-1-hydroxyethyl]-3,18-bis[(4-hydroxyphenyl)methyl]-7,25-dimethyl-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-6-yl]ethoxy]-3-acetyloxy-4,5-dihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CCCCCCCCCCCCCC(C(C(=O)NC(C(C)O)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)CNC(=O)C(NC(=O)C(=CC)NC(=O)C(NC(=O)C(NC1=O)C(C)O)CC2=CC=C(C=C2)O)CCC(=O)N)C)C(C)OC3C(C(C(C(O3)COC(=O)C)OC(=O)C)O)O)CC4=CC=C(C=C4)O)C)O)OC5C(C(C(CO5)O)OC6C(C(C(C(O6)CO)O)O)NC(=O)C)O
• SMILES (Isomeric): CCCCCCCCCCCCCC(C(C(=O)NC(C(C)O)C(=O)N[C@H]1[C@H](OC(=O)[C@@H](NC(=O)C(N(C(=O)CNC(=O)[C@H](NC(=O)/C(=C/C)/NC(=O)[C@H](NC(=O)[C@@H](NC1=O)[C@H](C)O)CC2=CC=C(C=C2)O)CCC(=O)N)C)C(C)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)COC(=O)C)OC(=O)C)O)O)CC4=CC=C(C=C4)O)C)O)O[C@H]5[C@H]([C@@H]([C@@H](CO5)O)O[C@@H]6[C@H]([C@@H]([C@H]([C@@H](O6)CO)O)O)NC(=O)C)O
• InChI: InChI=1S/C85H129N11O35/c1-11-13-14-15-16-17-18-19-20-21-22-23-56(128-84-71(113)72(55(105)38-124-84)131-83-64(88-44(7)100)68(110)66(108)57(37-97)129-83)67(109)81(121)94-62(41(4)99)78(118)95-63-42(5)125-82(122)54(35-48-26-30-50(104)31-27-48)92-80(120)65(43(6)126-85-70(112)69(111)73(127-46(9)102)58(130-85)39-123-45(8)101)96(10)60(107)36-87-74(114)52(32-33-59(86)106)90-75(115)51(12-2)89-76(116)53(34-47-24-28-49(103)29-25-47)91-77(117)61(40(3)98)93-79(63)119/h12,24-31,40-43,52-58,61-73,83-85,97-99,103-105,108-113H,11,13-23,32-39H2,1-10H3,(H2,86,106)(H,87,114)(H,88,100)(H,89,116)(H,90,115)(H,91,117)(H,92,120)(H,93,119)(H,94,121)(H,95,118)/b51-12-/t40-,41?,42+,43?,52+,53+,54-,55+,56?,57-,58-,61-,62?,63-,64-,65?,66-,67?,68-,69-,70+,71-,72+,73-,83+,84-,85+/m0/s1
• InChI Key: YKABXFYFYDWAFN-TWYLKZDQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₈₅H₁₂₉N₁₁O₃₅
• Molecular Weight: 1865.00 g/mol
• Exact Mass: 1863.8652548 g/mol
• Topological Polar Surface Area (TPSA): 702.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -6.07
• H-Bond Acceptor: 35
• H-Bond Donor: 22
• Rotatable Bonds: 38

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7669	76.69%
Caco-2	-	0.8573	85.73%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4243	42.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7896	78.96%
OATP1B3 inhibitior	+	0.9185	91.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9628	96.28%
P-glycoprotein inhibitior	+	0.7417	74.17%
P-glycoprotein substrate	+	0.8721	87.21%
CYP3A4 substrate	+	0.7640	76.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8704	87.04%
CYP3A4 inhibition	+	0.5066	50.66%
CYP2C9 inhibition	-	0.8211	82.11%
CYP2C19 inhibition	-	0.9061	90.61%
CYP2D6 inhibition	-	0.8200	82.00%
CYP1A2 inhibition	-	0.8897	88.97%
CYP2C8 inhibition	+	0.8583	85.83%
CYP inhibitory promiscuity	-	0.9493	94.93%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5685	56.85%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8952	89.52%
Skin irritation	-	0.7624	76.24%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.5956	59.56%
Human Ether-a-go-go-Related Gene inhibition	+	0.7368	73.68%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.6391	63.91%
skin sensitisation	-	0.8756	87.56%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7272	72.72%
Acute Oral Toxicity (c)	III	0.6485	64.85%
Estrogen receptor binding	-	0.5222	52.22%
Androgen receptor binding	+	0.7589	75.89%
Thyroid receptor binding	+	0.8074	80.74%
Glucocorticoid receptor binding	+	0.8439	84.39%
Aromatase binding	+	0.8077	80.77%
PPAR gamma	+	0.7811	78.11%
Honey bee toxicity	-	0.5988	59.88%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5702	57.02%
Fish aquatic toxicity	+	0.8934	89.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.85%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.71%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.59%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.93%	94.45%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	98.77%	93.10%
CHEMBL226	P30542	Adenosine A1 receptor	97.87%	95.93%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.84%	90.08%
CHEMBL3837	P07711	Cathepsin L	97.56%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.53%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.90%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	96.06%	95.64%
CHEMBL255	P29275	Adenosine A2b receptor	95.86%	98.59%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.74%	89.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	95.74%	89.67%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.36%	92.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	94.86%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	94.84%	97.79%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.48%	95.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.12%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	93.55%	96.90%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	93.45%	91.03%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	92.67%	95.83%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.28%	93.56%
CHEMBL2514	O95665	Neurotensin receptor 2	91.69%	100.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	91.56%	94.66%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.31%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.04%	95.56%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	90.85%	82.38%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	90.15%	85.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.53%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.35%	95.50%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.14%	97.64%
CHEMBL1937	Q92769	Histone deacetylase 2	89.09%	94.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.00%	95.89%
CHEMBL299	P17252	Protein kinase C alpha	88.80%	98.03%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.54%	97.29%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.31%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.17%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.69%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.48%	100.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	87.39%	95.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.18%	94.33%
CHEMBL3038469	P24941	CDK2/Cyclin A	87.01%	91.38%
CHEMBL3045	P05771	Protein kinase C beta	86.94%	97.63%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	86.21%	91.81%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.13%	89.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.73%	96.47%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.43%	98.05%
CHEMBL3891	P07384	Calpain 1	85.41%	93.04%
CHEMBL3401	O75469	Pregnane X receptor	85.38%	94.73%
CHEMBL5555	O00767	Acyl-CoA desaturase	84.30%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.16%	85.14%
CHEMBL5255	O00206	Toll-like receptor 4	82.72%	92.50%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.36%	88.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.34%	92.88%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.16%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.52%	91.24%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	81.34%	88.42%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.28%	92.08%
CHEMBL4071	P08311	Cathepsin G	81.18%	94.64%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163115781
• LOTUS: LTS0208673
• wikiData: Q105349571