[(2S,3S,4S,5S,6S)-4,5-dihydroxy-6-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-2-(6-oxo-3H-purin-9-yl)oxolan-3-yl]oxy-2-methyloxan-3-yl] (2E,4E,7Z,9S)-9-[(2E,4E)-octa-2,4-dienoyl]oxydeca-2,4,7-trienoate

Details

• Internal ID: bc71397b-e4ce-41a1-a70a-b933bc772036
• Taxonomy: Nucleosides, nucleotides, and analogues > Purine nucleosides
• IUPAC Name: [(2S,3S,4S,5S,6S)-4,5-dihydroxy-6-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-2-(6-oxo-3H-purin-9-yl)oxolan-3-yl]oxy-2-methyloxan-3-yl] (2E,4E,7Z,9S)-9-[(2E,4E)-octa-2,4-dienoyl]oxydeca-2,4,7-trienoate
• SMILES (Canonical): CCCC=CC=CC(=O)OC(C)C=CCC=CC=CC(=O)OC1C(OC(C(C1O)O)OC2C(C(OC2N3C=NC4=C3NC=NC4=O)CO)O)C
• SMILES (Isomeric): CCC/C=C/C=C/C(=O)O[C@@H](C)/C=C\C/C=C/C=C/C(=O)O[C@@H]1[C@@H](O[C@H]([C@H]([C@@H]1O)O)O[C@@H]2[C@@H]([C@H](O[C@H]2N3C=NC4=C3NC=NC4=O)CO)O)C
• InChI: InChI=1S/C34H44N4O12/c1-4-5-6-8-12-15-23(40)46-20(2)14-11-9-7-10-13-16-24(41)49-29-21(3)47-34(28(44)27(29)43)50-30-26(42)22(17-39)48-33(30)38-19-37-25-31(38)35-18-36-32(25)45/h6-8,10-16,18-22,26-30,33-34,39,42-44H,4-5,9,17H2,1-3H3,(H,35,36,45)/b8-6+,10-7+,14-11-,15-12+,16-13+/t20-,21-,22+,26+,27-,28-,29+,30+,33+,34-/m0/s1
• InChI Key: KZAQVIOGOYWYER-WQQVRKKCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₄N₄O₁₂
• Molecular Weight: 700.70 g/mol
• Exact Mass: 700.29557285 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 15
• H-Bond Donor: 5
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7928	79.28%
Caco-2	-	0.8661	86.61%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Plasma membrane	0.3291	32.91%
OATP2B1 inhibitior	-	0.5725	57.25%
OATP1B1 inhibitior	+	0.8267	82.67%
OATP1B3 inhibitior	+	0.9246	92.46%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8603	86.03%
BSEP inhibitior	+	0.9627	96.27%
P-glycoprotein inhibitior	+	0.7391	73.91%
P-glycoprotein substrate	+	0.6742	67.42%
CYP3A4 substrate	+	0.6917	69.17%
CYP2C9 substrate	-	0.5911	59.11%
CYP2D6 substrate	-	0.8732	87.32%
CYP3A4 inhibition	-	0.8161	81.61%
CYP2C9 inhibition	-	0.6986	69.86%
CYP2C19 inhibition	-	0.7537	75.37%
CYP2D6 inhibition	-	0.8686	86.86%
CYP1A2 inhibition	-	0.7659	76.59%
CYP2C8 inhibition	+	0.6625	66.25%
CYP inhibitory promiscuity	-	0.7028	70.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6150	61.50%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9180	91.80%
Skin irritation	-	0.7880	78.80%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7640	76.40%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.5053	50.53%
skin sensitisation	-	0.8770	87.70%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8738	87.38%
Acute Oral Toxicity (c)	III	0.6751	67.51%
Estrogen receptor binding	+	0.8045	80.45%
Androgen receptor binding	+	0.6368	63.68%
Thyroid receptor binding	+	0.5947	59.47%
Glucocorticoid receptor binding	+	0.7196	71.96%
Aromatase binding	+	0.5639	56.39%
PPAR gamma	+	0.7276	72.76%
Honey bee toxicity	-	0.6952	69.52%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8469	84.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.15%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.03%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.91%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.43%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.87%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.30%	99.23%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.81%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.70%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.62%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.05%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.19%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	86.04%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.06%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.42%	89.34%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.20%	86.92%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10484872
• LOTUS: LTS0150582
• wikiData: Q105148046