D-serine

Details

• Internal ID: dc5d33a8-f3a2-4296-906f-ac504871ad73
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Serine and derivatives
• IUPAC Name: (2R)-2-amino-3-hydroxypropanoic acid
• SMILES (Canonical): C(C(C(=O)O)N)O
• SMILES (Isomeric): C([C@H](C(=O)O)N)O
• InChI: InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1
• InChI Key: MTCFGRXMJLQNBG-UWTATZPHSA-N
• Popularity: 2,951 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃H₇NO₃
• Molecular Weight: 105.09 g/mol
• Exact Mass: 105.042593085 g/mol
• Topological Polar Surface Area (TPSA): 83.60 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -1.61
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 312-84-5
• (R)-Serine
• (2R)-2-amino-3-hydroxypropanoic acid
• Serine D-form
• (R)-2-amino-3-hydroxypropanoic acid
• Serine, D-
• D-Serin
• EINECS 206-229-4
• NSC 77689
• DTXSID9041021
• CHEBI:16523
• AI3-18476
• 1K77H2Z9B1
• (D)-SERINE
• SERINE D-FORM [MI]
• DTXCID7021021
• NSC77689
• NSC-77689
• (R)-2-Amino-3-hydroxy-propionic acid
• RefChem:585037
• 206-229-4
• (2R)-2-azaniumyl-3-hydroxypropanoate
• H-D-Ser-OH
• MFCD00004269
• (2R)-2-amino-3-hydroxy-propanoic acid
• CHEMBL285123
• (R)-2-Amino-3-hydroxypropionic acid
• DSN
• NCGC00094363-03
• D-2-Amino-3-hydroxypropionic Acid
• (2R)-2-amino-3-hydroxypropanoate
• UNII-1K77H2Z9B1
• D-Serine; Serine, D- (8CI); (R)-2-Amino-3-hydroxypropanoic acid; (R)-Serine; NSC 77689
• D-Ser
• [3h]-d-serine
• (2R)-serine
• 1pb8
• Biomol-NT_000197
• Lopac0_001088
• SCHEMBL43094
• BPBio1_001226
• GTPL4171
• orb1298971
• BDBM23167
• D-Serine, >=98% (TLC)
• MSK1479
• (R)-2-amino-3-hydroxypropanoate
• HMS3263I18
• CS-D1751
• Tox21_111269
• Tox21_501088
• HB0267
• s6224
• AKOS006239590
• AKOS015854121
• CCG-205165
• DB03929
• FS27815
• LP01088
• R(-)-2-Amino-3-hydroxypropionic acid
• SDCCGSBI-0051058.P002
• NCGC00094363-01
• NCGC00094363-02
• NCGC00094363-04
• NCGC00094363-05
• NCGC00094363-06
• NCGC00094363-07
• NCGC00094363-10
• NCGC00261773-01
• AC-24073
• AS-11730
• CAS-312-84-5
• SY005114
• DB-029708
• HY-100808
• EU-0101088
• NS00079277
• S0033
• EN300-67234
• 12S845
• C00740
• S 4250
• D-Serine / (R)-2-Amino-3-hydroxypropanoic acid
• F011887
• BRD-K71822263-001-03-2
• Q27077119
• Z1070067572
• DD977692-169B-4266-88C3-E07F0B21A5BF
• (R)-2-Amino-3-hydroxypropanoic acid;D-b-Hydroxyalanine;(R)-Serine
• 13095-79-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9675	96.75%
Caco-2	-	0.9411	94.11%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Lysosomes	0.6959	69.59%
OATP2B1 inhibitior	-	0.8532	85.32%
OATP1B1 inhibitior	+	0.9778	97.78%
OATP1B3 inhibitior	+	0.8997	89.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9272	92.72%
P-glycoprotein inhibitior	-	0.9871	98.71%
P-glycoprotein substrate	-	0.9942	99.42%
CYP3A4 substrate	-	0.8366	83.66%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7943	79.43%
CYP3A4 inhibition	-	0.9080	90.80%
CYP2C9 inhibition	-	0.9512	95.12%
CYP2C19 inhibition	-	0.9450	94.50%
CYP2D6 inhibition	-	0.9349	93.49%
CYP1A2 inhibition	-	0.9087	90.87%
CYP2C8 inhibition	-	0.9942	99.42%
CYP inhibitory promiscuity	-	0.9914	99.14%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.7108	71.08%
Eye corrosion	-	0.9415	94.15%
Eye irritation	+	0.7445	74.45%
Skin irritation	-	0.6313	63.13%
Skin corrosion	-	0.8378	83.78%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8509	85.09%
Micronuclear	+	0.5474	54.74%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9742	97.42%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7170	71.70%
Acute Oral Toxicity (c)	III	0.5142	51.42%
Estrogen receptor binding	-	0.9562	95.62%
Androgen receptor binding	-	0.8910	89.10%
Thyroid receptor binding	-	0.8897	88.97%
Glucocorticoid receptor binding	-	0.9282	92.82%
Aromatase binding	-	0.9033	90.33%
PPAR gamma	-	0.8563	85.63%
Honey bee toxicity	-	0.9672	96.72%
Biodegradation	+	0.8500	85.00%
Crustacea aquatic toxicity	-	0.9700	97.00%
Fish aquatic toxicity	-	0.9578	95.78%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293237	P54132	Bloom syndrome protein	2.5 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.11%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.52%	96.09%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	85.96%	92.29%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.93%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.14%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71077
• NPASS: NPC226265
• ChEMBL: CHEMBL285123
• LOTUS: LTS0060908
• wikiData: Q27077119