Succinoadenosine

Details

• Internal ID: 01e665a3-bc88-46e7-9e4d-4babaa1c61a6
• Taxonomy: Nucleosides, nucleotides, and analogues > Purine nucleosides
• IUPAC Name: (2S)-2-[[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]amino]butanedioic acid
• InChI: InChI=1S/C14H17N5O8/c20-2-6-9(23)10(24)13(27-6)19-4-17-8-11(15-3-16-12(8)19)18-5(14(25)26)1-7(21)22/h3-6,9-10,13,20,23-24H,1-2H2,(H,21,22)(H,25,26)(H,15,16,18)/t5-,6+,9+,10+,13+/m0/s1
• InChI Key: VKGZCEJTCKHMRL-VWJPMABRSA-N
• Popularity: 52 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₇N₅O₈
• Molecular Weight: 383.31 g/mol
• Exact Mass: 383.10771252 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -2.22
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

• Succinoadenosine
• 4542-23-8
• (S)-N-(1,2-dicarboxyethyl)-Adenosine
• N-9-ribofuranosyl-9H-purin-6-yl-Aspartic acid
• 6-(1,2-Dicarboxyethylamino)-9-beta-D-ribofuranosylpurine
• N-(9-beta-D-ribofuranosyl-9H-purin-6-yl)-L-aspartic acid
• L-Aspartic acid, N-(9-beta-D-ribofuranosyl-9H-purin-6-yl)-
• (2S)-2-({9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl}amino)butanedioic acid
• N6-Succinyloadenosine
• FZN9Z367G5
• SCHEMBL23780815
• CHEBI:71169
• AKOS040756152
• MS-26287
• HY-113284
• N-9-ribofuranosyl-9H-purin-6-yl-Aspartate
• CS-0059510
• Adenosine, N-(1,2-dicarboxyethyl)-, (S)-
• N-(9-b-D-ribofuranosyl-9H-purin-6-yl)-L-Aspartate
• Q27139416
• 6-(1,2-Dicarboxyethylamino)-9-b-D-ribofuranosylpurine
• N-(9-b-D-ribofuranosyl-9H-purin-6-yl)-L-Aspartic acid
• N-(9-beta-delta-ribofuranosyl-9H-purin-6-yl)-L-Aspartate
• 6-(1,2-Dicarboxyethylamino)-9-beta-delta-ribofuranosylpurine
• N-(9-beta-delta-ribofuranosyl-9H-purin-6-yl)-L-Aspartic acid
• Aspartic acid, N-(9-beta-D-ribofuranosyl-9H-purin-6-yl)-, L-
• (2S)-2-({9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-yl}amino)butanedioic acid
• (2S)-2-({9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-9H-purin-6-yl}amino)butanedioic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6168	61.68%
Caco-2	-	0.9057	90.57%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Nucleus	0.5118	51.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9263	92.63%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9861	98.61%
BSEP inhibitior	-	0.8804	88.04%
P-glycoprotein inhibitior	-	0.8549	85.49%
P-glycoprotein substrate	-	0.8378	83.78%
CYP3A4 substrate	-	0.5177	51.77%
CYP2C9 substrate	-	0.6198	61.98%
CYP2D6 substrate	-	0.8652	86.52%
CYP3A4 inhibition	-	0.9710	97.10%
CYP2C9 inhibition	-	0.9584	95.84%
CYP2C19 inhibition	-	0.9674	96.74%
CYP2D6 inhibition	-	0.9590	95.90%
CYP1A2 inhibition	-	0.9411	94.11%
CYP2C8 inhibition	-	0.8563	85.63%
CYP inhibitory promiscuity	-	0.9726	97.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6291	62.91%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9688	96.88%
Skin irritation	-	0.7820	78.20%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7712	77.12%
Micronuclear	+	1.0000	100.00%
Hepatotoxicity	+	0.5841	58.41%
skin sensitisation	-	0.8743	87.43%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7400	74.00%
Acute Oral Toxicity (c)	III	0.6259	62.59%
Estrogen receptor binding	-	0.5398	53.98%
Androgen receptor binding	+	0.6228	62.28%
Thyroid receptor binding	-	0.5611	56.11%
Glucocorticoid receptor binding	-	0.5465	54.65%
Aromatase binding	+	0.6848	68.48%
PPAR gamma	+	0.6476	64.76%
Honey bee toxicity	-	0.8839	88.39%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.7547	75.47%

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	97.87%	96.09%
CHEMBL3589	P55263	Adenosine kinase	97.32%	98.05%
CHEMBL226	P30542	Adenosine A1 receptor	92.28%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	91.38%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.71%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.36%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.46%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.92%	96.00%
CHEMBL3776	Q14790	Caspase-8	87.89%	97.06%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.18%	99.23%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	86.37%	80.33%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	84.37%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.77%	89.00%
CHEMBL1881	P43116	Prostanoid EP2 receptor	81.35%	93.00%
CHEMBL3401	O75469	Pregnane X receptor	80.53%	94.73%

Plants that contains it

• Zea mays

Cross-Links

• PubChem: 20849086
• LOTUS: LTS0176098
• wikiData: Q27139416