DL-Homocysteine

Details

• Internal ID: 64012c44-2eec-47ba-8410-6c53c6ea49e5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids
• IUPAC Name: 2-amino-4-sulfanylbutanoic acid
• SMILES (Canonical): C(CS)C(C(=O)O)N
• SMILES (Isomeric): C(CS)C(C(=O)O)N
• InChI: InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)
• InChI Key: FFFHZYDWPBMWHY-UHFFFAOYSA-N
• Popularity: 20,945 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₉NO₂S
• Molecular Weight: 135.19 g/mol
• Exact Mass: 135.03539970 g/mol
• Topological Polar Surface Area (TPSA): 64.30 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -0.28
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 454-29-5
• 2-Amino-4-mercaptobutyric acid
• 2-Amino-4-mercaptobutanoic acid
• D,L-Homocysteine
• 2-amino-4-sulfanylbutanoic acid
• Homocysteine, dl-
• (+-)-Homocysteine
• USAF B-12
• Butyric acid, 2-amino-4-mercapto-, DL-
• DL-2-Amino-4-mercaptobutyric acid
• (+/-)-Homocysteine
• EINECS 207-222-9
• UNII-S7IJP4A89K
• NSC 206252
• BRN 5493225
• S7IJP4A89K
• DL-Homocysteine (free base)
• DL-Homocysteine, 90per cent
• CHEBI:17230
• NSC-206252
• 454-28-4
• DL-HOMOCYSTEINE-3,3,4,4-D4
• Butyric acid, 2-amino-4-mercapto-, DL- (9CI)
• Homocysteine, L-
• Homocysteine #
• MFCD00151320
• NSC-43117
• NSC-118376
• bmse000430
• SCHEMBL35836
• CHEMBL310604
• BDBM86202
• CAS_778
• DTXSID70859946
• NSC_778
• HOMOCYSTEINE DL-FORM [MI]
• AMY25680
• NSC43117
• DL-Homocysteine, analytical standard
• Butanoic acid, 2-amino-4-mercapto-
• MFCD00004898
• NSC118376
• NSC206252
• s2994
• AKOS009156824
• DL-Homocysteine, >=95% (titration)
• CS-W021561
• HY-W040821
• AS-56604
• LS-75890
• SY026382
• FT-0625470
• FT-0627845
• FT-0693199
• H0159
• EN300-49129
• C05330
• D90809
• A826795
• Q192466
• W-106139
• 1C51025E-77A8-4D48-8DC1-692A15D7F9D4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9391	93.91%
Caco-2	-	0.9433	94.33%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Lysosomes	0.6933	69.33%
OATP2B1 inhibitior	-	0.8429	84.29%
OATP1B1 inhibitior	+	0.9767	97.67%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9412	94.12%
P-glycoprotein inhibitior	-	0.9902	99.02%
P-glycoprotein substrate	-	0.9680	96.80%
CYP3A4 substrate	-	0.7828	78.28%
CYP2C9 substrate	+	0.5914	59.14%
CYP2D6 substrate	-	0.7737	77.37%
CYP3A4 inhibition	-	0.9581	95.81%
CYP2C9 inhibition	-	0.9439	94.39%
CYP2C19 inhibition	-	0.9503	95.03%
CYP2D6 inhibition	-	0.9542	95.42%
CYP1A2 inhibition	-	0.9004	90.04%
CYP2C8 inhibition	-	0.9960	99.60%
CYP inhibitory promiscuity	-	0.9777	97.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.7173	71.73%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.7212	72.12%
Skin irritation	-	0.6660	66.60%
Skin corrosion	+	0.6150	61.50%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8239	82.39%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9295	92.95%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.7889	78.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8472	84.72%
Acute Oral Toxicity (c)	III	0.5766	57.66%
Estrogen receptor binding	-	0.9355	93.55%
Androgen receptor binding	-	0.8674	86.74%
Thyroid receptor binding	-	0.8866	88.66%
Glucocorticoid receptor binding	-	0.8240	82.40%
Aromatase binding	-	0.8678	86.78%
PPAR gamma	-	0.7932	79.32%
Honey bee toxicity	-	0.9565	95.65%
Biodegradation	+	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	-	0.9546	95.46%

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	94.79%	96.09%
CHEMBL236	P41143	Delta opioid receptor	86.95%	99.35%
CHEMBL233	P35372	Mu opioid receptor	84.93%	97.93%
CHEMBL4040	P28482	MAP kinase ERK2	84.63%	83.82%
CHEMBL274	P51681	C-C chemokine receptor type 5	83.38%	98.77%
CHEMBL221	P23219	Cyclooxygenase-1	82.60%	90.17%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	81.87%	92.29%
CHEMBL2581	P07339	Cathepsin D	81.72%	98.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.13%	100.00%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 778
• NPASS: NPC136476
• LOTUS: LTS0236288
• wikiData: Q192466