S-3',4'-Anhydroadenosylmethionine

Details

• Internal ID: be0f559e-5f83-450d-9bdd-952cf538425c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Methionine and derivatives
• IUPAC Name: [(3S)-3-amino-3-carboxypropyl]-[[(2R,3R)-2-(6-aminopurin-9-yl)-3-hydroxy-2,3-dihydrofuran-5-yl]methyl]-methylsulfanium
• SMILES (Canonical): C[S+](CCC(C(=O)O)N)CC1=CC(C(O1)N2C=NC3=C(N=CN=C32)N)O
• SMILES (Isomeric): C[S+](CC[C@@H](C(=O)O)N)CC1=C[C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O
• InChI: InChI=1S/C15H20N6O4S/c1-26(3-2-9(16)15(23)24)5-8-4-10(22)14(25-8)21-7-20-11-12(17)18-6-19-13(11)21/h4,6-7,9-10,14,22H,2-3,5,16H2,1H3,(H2-,17,18,19,23,24)/p+1/t9-,10+,14+,26?/m0/s1
• InChI Key: MHBGWOSNAWVXRM-LVQBUPBMSA-O
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁N₆O₄S+
• Molecular Weight: 381.40 g/mol
• Exact Mass: 381.13449935 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: -3.50
• Atomic LogP (AlogP): -0.77
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

• 3-[Methyl(3',5'-dideoxy-3',4'-didehydroadenosine-5'-yl)sulfoniomethyl]-L-alanine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8217	82.17%
Caco-2	-	0.7879	78.79%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Nucleus	0.3444	34.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9115	91.15%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9061	90.61%
BSEP inhibitior	-	0.7039	70.39%
P-glycoprotein inhibitior	-	0.7668	76.68%
P-glycoprotein substrate	-	0.5405	54.05%
CYP3A4 substrate	+	0.5372	53.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.9584	95.84%
CYP2C9 inhibition	-	0.8193	81.93%
CYP2C19 inhibition	-	0.8273	82.73%
CYP2D6 inhibition	-	0.9126	91.26%
CYP1A2 inhibition	-	0.7816	78.16%
CYP2C8 inhibition	-	0.6865	68.65%
CYP inhibitory promiscuity	-	0.9588	95.88%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5604	56.04%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9839	98.39%
Skin irritation	-	0.7505	75.05%
Skin corrosion	-	0.9196	91.96%
Ames mutagenesis	-	0.6537	65.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6543	65.43%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.7061	70.61%
skin sensitisation	-	0.8491	84.91%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8296	82.96%
Acute Oral Toxicity (c)	III	0.6002	60.02%
Estrogen receptor binding	+	0.6123	61.23%
Androgen receptor binding	-	0.4876	48.76%
Thyroid receptor binding	+	0.5835	58.35%
Glucocorticoid receptor binding	-	0.5261	52.61%
Aromatase binding	+	0.7187	71.87%
PPAR gamma	-	0.5490	54.90%
Honey bee toxicity	-	0.9018	90.18%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.7717	77.17%

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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.55%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	94.68%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.06%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.46%	94.45%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	88.92%	95.48%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.86%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.52%	86.33%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	86.07%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.51%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	83.08%	94.73%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.10%	92.29%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.47%	95.56%

Plants that contains it

• Gymnosporia acuminata

Cross-Links

• PubChem: 100991253
• NPASS: NPC241482