2-[[4,5-dihydroxy-6-(hydroxymethyl)-3-[[2-[[(2E,4E)-4,6,14-trimethylhexadeca-2,4-dienoyl]amino]acetyl]amino]oxan-2-yl]oxy-hydroxyphosphoryl]oxy-4-[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanoic acid

Details

• Internal ID: ca07dd0d-788e-4e5f-83ef-00ff1cdc7571
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > N-acyl-alpha-hexosamines
• IUPAC Name: 2-[[4,5-dihydroxy-6-(hydroxymethyl)-3-[[2-[[(2E,4E)-4,6,14-trimethylhexadeca-2,4-dienoyl]amino]acetyl]amino]oxan-2-yl]oxy-hydroxyphosphoryl]oxy-4-[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanoic acid
• InChI: InChI=1S/C45H73N4O23P/c1-5-22(2)11-9-7-6-8-10-12-23(3)17-24(4)13-14-29(52)46-19-31(54)47-32-36(58)34(56)27(20-50)69-43(32)72-73(65,66)71-40(42(62)63)26(68-44-39(61)37(59)35(57)28(21-51)70-44)18-25-33(55)38(60)41(67-25)49-16-15-30(53)48-45(49)64/h13-17,22-23,25-28,32-41,43-44,50-51,55-61H,5-12,18-21H2,1-4H3,(H,46,52)(H,47,54)(H,62,63)(H,65,66)(H,48,53,64)/b14-13+,24-17+/t22?,23?,25-,26?,27?,28?,32?,33-,34?,35?,36?,37?,38-,39?,40?,41-,43?,44?/m1/s1
• InChI Key: PHPIZROJYXXSHW-XDEKXSDFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₃N₄O₂₃P
• Molecular Weight: 1069.00 g/mol
• Exact Mass: 1068.44032159 g/mol
• Topological Polar Surface Area (TPSA): 420.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -2.73
• H-Bond Acceptor: 22
• H-Bond Donor: 14
• Rotatable Bonds: 28

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8095	80.95%
Caco-2	-	0.8630	86.30%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.4673	46.73%
OATP2B1 inhibitior	-	0.8631	86.31%
OATP1B1 inhibitior	+	0.8390	83.90%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8561	85.61%
BSEP inhibitior	+	0.9352	93.52%
P-glycoprotein inhibitior	+	0.7389	73.89%
P-glycoprotein substrate	+	0.7472	74.72%
CYP3A4 substrate	+	0.7230	72.30%
CYP2C9 substrate	-	0.6069	60.69%
CYP2D6 substrate	-	0.8622	86.22%
CYP3A4 inhibition	+	0.7416	74.16%
CYP2C9 inhibition	-	0.7207	72.07%
CYP2C19 inhibition	-	0.7704	77.04%
CYP2D6 inhibition	-	0.8315	83.15%
CYP1A2 inhibition	-	0.7223	72.23%
CYP2C8 inhibition	+	0.7477	74.77%
CYP inhibitory promiscuity	-	0.7613	76.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5444	54.44%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.7645	76.45%
Skin corrosion	-	0.9218	92.18%
Ames mutagenesis	-	0.6337	63.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7422	74.22%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.5534	55.34%
skin sensitisation	-	0.8495	84.95%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7807	78.07%
Acute Oral Toxicity (c)	III	0.5694	56.94%
Estrogen receptor binding	+	0.7906	79.06%
Androgen receptor binding	+	0.7486	74.86%
Thyroid receptor binding	+	0.6260	62.60%
Glucocorticoid receptor binding	+	0.7671	76.71%
Aromatase binding	+	0.5683	56.83%
PPAR gamma	+	0.8054	80.54%
Honey bee toxicity	-	0.6878	68.78%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5024	50.24%
Fish aquatic toxicity	+	0.9717	97.17%

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	99.23%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.08%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	98.93%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.61%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.86%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.63%	94.45%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.69%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.36%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	91.75%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	91.23%	95.93%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	90.98%	95.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.48%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.93%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.54%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	86.52%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.27%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.81%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.34%	95.89%
CHEMBL255	P29275	Adenosine A2b receptor	83.67%	98.59%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.63%	94.33%
CHEMBL2123	P51582	Pyrimidinergic receptor P2Y4	82.71%	93.39%
CHEMBL2514	O95665	Neurotensin receptor 2	81.56%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.32%	89.62%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.29%	96.90%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.61%	100.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.37%	87.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102034703
• LOTUS: LTS0268602
• wikiData: Q105209145