4,4'-Disulfanediylbis(2-ammoniobutanoate)

Details

• Internal ID: fdafa5d5-ad75-44f3-8aee-991255b77ecb
• 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-azaniumyl-4-[(3-azaniumyl-3-carboxylatopropyl)disulfanyl]butanoate
• SMILES (Canonical): C(CSSCCC(C(=O)[O-])[NH3+])C(C(=O)[O-])[NH3+]
• SMILES (Isomeric): C(CSSCCC(C(=O)[O-])[NH3+])C(C(=O)[O-])[NH3+]
• InChI: InChI=1S/C8H16N2O4S2/c9-5(7(11)12)1-3-15-16-4-2-6(10)8(13)14/h5-6H,1-4,9-10H2,(H,11,12)(H,13,14)
• InChI Key: ZTVZLYBCZNMWCF-UHFFFAOYSA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₆N₂O₄S₂
• Molecular Weight: 268.40 g/mol
• Exact Mass: 268.05514934 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: -4.30
• Atomic LogP (AlogP): -4.13
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

• homocystine zwitterion
• homocystine dizwitterion
• CHEBI:58163
• 4,4'-disulfanediylbis(2-azaniumylbutanoate)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5999	59.99%
Caco-2	-	0.8897	88.97%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6814	68.14%
OATP2B1 inhibitior	-	0.8460	84.60%
OATP1B1 inhibitior	+	0.9524	95.24%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9166	91.66%
P-glycoprotein inhibitior	-	0.9413	94.13%
P-glycoprotein substrate	-	0.9461	94.61%
CYP3A4 substrate	-	0.6804	68.04%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8343	83.43%
CYP3A4 inhibition	-	0.8262	82.62%
CYP2C9 inhibition	-	0.8673	86.73%
CYP2C19 inhibition	-	0.8707	87.07%
CYP2D6 inhibition	-	0.9182	91.82%
CYP1A2 inhibition	-	0.8600	86.00%
CYP2C8 inhibition	-	0.9921	99.21%
CYP inhibitory promiscuity	-	0.9722	97.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5909	59.09%
Carcinogenicity (trinary)	Non-required	0.6301	63.01%
Eye corrosion	-	0.9066	90.66%
Eye irritation	-	0.7227	72.27%
Skin irritation	-	0.7583	75.83%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	-	0.7478	74.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5638	56.38%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.9440	94.40%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5241	52.41%
Acute Oral Toxicity (c)	III	0.6828	68.28%
Estrogen receptor binding	-	0.5276	52.76%
Androgen receptor binding	-	0.5097	50.97%
Thyroid receptor binding	+	0.5373	53.73%
Glucocorticoid receptor binding	-	0.6926	69.26%
Aromatase binding	-	0.8242	82.42%
PPAR gamma	+	0.5383	53.83%
Honey bee toxicity	-	0.8381	83.81%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.8381	83.81%

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	91.53%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.93%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.50%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	80.96%	83.82%
CHEMBL2581	P07339	Cathepsin D	80.03%	98.95%

Plants that contains it

• Spinacia oleracea

Cross-Links

• PubChem: 4868168
• NPASS: NPC125736