[C141, Man]Hassallidin D

Details

• Internal ID: 4a85b3fd-c5c2-4667-b1be-b8fadcef80ab
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides > Cyclic glycodepsipeptides
• IUPAC Name: 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-N-[1-[[(3S,12R,15Z,18R,21S,24S,25R)-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-6-[1-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-24-yl]amino]-3-hydroxy-1-oxobutan-2-yl]-2-hydroxytetradecanamide
• SMILES (Canonical): CCCCCCCCCCCC(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)CO)O)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): CCCCCCCCCCCC(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)CO)O)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/C79H121N11O33/c1-9-11-12-13-14-15-16-17-18-19-50(120-78-66(107)67(49(98)35-117-78)123-77-58(82-40(7)95)63(104)60(101)51(33-91)121-77)62(103)75(115)88-56(37(4)94)72(112)89-57-38(5)118-76(116)48(31-42-22-26-44(97)27-23-42)86-74(114)59(39(6)119-79-65(106)64(105)61(102)52(34-92)122-79)90(8)54(100)32-81-68(108)46(28-29-53(80)99)84-69(109)45(10-2)83-70(110)47(30-41-20-24-43(96)25-21-41)85-71(111)55(36(3)93)87-73(57)113/h10,20-27,36-39,46-52,55-67,77-79,91-94,96-98,101-107H,9,11-19,28-35H2,1-8H3,(H2,80,99)(H,81,108)(H,82,95)(H,83,110)(H,84,109)(H,85,111)(H,86,114)(H,87,113)(H,88,115)(H,89,112)/b45-10-/t36-,37?,38+,39?,46+,47+,48-,49+,50?,51-,52-,55-,56?,57-,58-,59?,60-,61-,62?,63-,64+,65+,66-,67+,77+,78-,79+/m0/s1
• InChI Key: KGEGUUFEUVXAID-QTPIYKRHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₉H₁₂₁N₁₁O₃₃
• Molecular Weight: 1752.90 g/mol
• Exact Mass: 1751.8128253 g/mol
• Topological Polar Surface Area (TPSA): 690.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -7.99
• H-Bond Acceptor: 33
• H-Bond Donor: 24
• Rotatable Bonds: 34

Synonyms

• DTXSID101335667

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7669	76.69%
Caco-2	-	0.8582	85.82%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.4243	42.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7909	79.09%
OATP1B3 inhibitior	+	0.9185	91.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9664	96.64%
P-glycoprotein inhibitior	+	0.7417	74.17%
P-glycoprotein substrate	+	0.8775	87.75%
CYP3A4 substrate	+	0.7615	76.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8681	86.81%
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	+	0.8460	84.60%
CYP inhibitory promiscuity	-	0.9493	94.93%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5685	56.85%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8953	89.53%
Skin irritation	-	0.7624	76.24%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.6456	64.56%
Human Ether-a-go-go-Related Gene inhibition	+	0.7359	73.59%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.7086	70.86%
skin sensitisation	-	0.8756	87.56%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7504	75.04%
Acute Oral Toxicity (c)	III	0.6485	64.85%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.7544	75.44%
Thyroid receptor binding	+	0.7921	79.21%
Glucocorticoid receptor binding	+	0.8378	83.78%
Aromatase binding	+	0.7986	79.86%
PPAR gamma	+	0.7843	78.43%
Honey bee toxicity	-	0.6062	60.62%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5502	55.02%
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
CHEMBL4040	P28482	MAP kinase ERK2	99.92%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.84%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.62%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.47%	94.45%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	98.20%	93.10%
CHEMBL3837	P07711	Cathepsin L	97.64%	96.61%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.34%	90.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.85%	99.17%
CHEMBL255	P29275	Adenosine A2b receptor	96.04%	98.59%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.84%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.30%	89.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	94.66%	94.66%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	94.48%	89.67%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	94.48%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	94.33%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.17%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.96%	97.25%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.96%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.39%	93.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	92.71%	91.03%
CHEMBL2514	O95665	Neurotensin receptor 2	91.93%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	91.40%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.21%	95.56%
CHEMBL3038469	P24941	CDK2/Cyclin A	90.94%	91.38%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	90.94%	95.83%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.94%	97.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.86%	97.64%
CHEMBL2996	Q05655	Protein kinase C delta	89.26%	97.79%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.84%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.54%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.40%	90.71%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	88.38%	85.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.33%	97.14%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.13%	82.38%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	87.41%	95.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.18%	95.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.09%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.71%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.70%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.59%	97.29%
CHEMBL1937	Q92769	Histone deacetylase 2	86.19%	94.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.12%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.54%	86.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.94%	92.88%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.29%	92.08%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.12%	89.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.96%	95.50%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.91%	98.05%
CHEMBL5555	O00767	Acyl-CoA desaturase	83.83%	97.50%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.76%	92.68%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.47%	88.56%
CHEMBL299	P17252	Protein kinase C alpha	82.81%	98.03%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.66%	91.81%
CHEMBL3401	O75469	Pregnane X receptor	80.58%	94.73%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	80.54%	88.42%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.19%	85.14%

Plants that contains it

• Mikania congesta

Cross-Links

• PubChem: 155802156
• LOTUS: LTS0021728
• wikiData: Q105272539