3,3'-Dithiodipropionic acid

Details

• Internal ID: 08179731-d72d-4453-bdab-69ac11cd5ab9
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: 3-(2-carboxyethyldisulfanyl)propanoic acid
• SMILES (Canonical): C(CSSCCC(=O)O)C(=O)O
• SMILES (Isomeric): C(CSSCCC(=O)O)C(=O)O
• InChI: InChI=1S/C6H10O4S2/c7-5(8)1-3-11-12-4-2-6(9)10/h1-4H2,(H,7,8)(H,9,10)
• InChI Key: YCLSOMLVSHPPFV-UHFFFAOYSA-N
• Popularity: 141 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₀O₄S₂
• Molecular Weight: 210.30 g/mol
• Exact Mass: 210.00205114 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• 1119-62-6
• Dithiodipropionic acid
• 3,3-Dithiodipropionic acid
• Propanoic acid, 3,3'-dithiobis-
• 3,3'-Disulfanediyldipropanoic acid
• 2-Carboxyethyl disulfide
• Propionic acid, 3,3'-dithiodi-
• 3,3'-Dithiobis(dipropionic acid)
• 3,3'-Dithiodipropanoic acid
• 3-(2-carboxyethyldisulfanyl)propanoic acid
• 3,3'-Dithiobispropionic acid
• Bis(2-carboxyethyl) disulfide
• 3-[(2-carboxyethyl)disulfanyl]propanoic acid
• EINECS 214-284-0
• NSC 18841
• .beta.,.beta.'-Dithiodipropionic acid
• Bis(2-carboxyethyl)disulfide
• UNII-42OP5B2NI6
• 42OP5B2NI6
• DTXSID0032998
• NSC-18841
• NSC677544
• NSC-677544
• DTDPA
• SCHEMBL95982
• Propionic acid,3'-dithiodi-
• MLS001055392
• 3,3''-Dithiodipropionic acid
• 3,3/'-Dithiodipropionic acid
• CHEMBL338743
• DTXCID8012998
• HMS3039J17
• 3,3'-disulfanediyldipropionic acid
• NSC18841
• Tox21_200951
• 3,3'-Dithiodipropionic acid, 99%
• MFCD00002780
• AKOS002384849
• CS-W015111
• HY-W014395
• DIPROPIONIC ACID, 3,3'-DITHIO-
• NCGC00090953-01
• NCGC00090953-02
• NCGC00258504-01
• AS-16024
• BP-31240
• SMR000677937
• CAS-1119-62-6
• LS-163747
• D0947
• FT-0614096
• EN300-98193
• D71202
• A851262
• PROPIONIC ACID, .BETA.,.BETA.'-DITHIODI-
• J-002675
• PROPIONIC ACID, .BETA.,.BETA.'-DITHIOBIS-
• Q27258565

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7003	70.03%
Caco-2	+	0.6218	62.18%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8698	86.98%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.9480	94.80%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9388	93.88%
P-glycoprotein inhibitior	-	0.9710	97.10%
P-glycoprotein substrate	-	0.9952	99.52%
CYP3A4 substrate	-	0.7984	79.84%
CYP2C9 substrate	+	0.6329	63.29%
CYP2D6 substrate	-	0.8638	86.38%
CYP3A4 inhibition	-	0.9175	91.75%
CYP2C9 inhibition	-	0.9080	90.80%
CYP2C19 inhibition	-	0.9360	93.60%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.9178	91.78%
CYP2C8 inhibition	-	0.9937	99.37%
CYP inhibitory promiscuity	-	0.9889	98.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6153	61.53%
Carcinogenicity (trinary)	Non-required	0.7004	70.04%
Eye corrosion	+	0.6963	69.63%
Eye irritation	+	0.9731	97.31%
Skin irritation	-	0.8299	82.99%
Skin corrosion	-	0.9619	96.19%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6470	64.70%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9026	90.26%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.9778	97.78%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.6026	60.26%
Acute Oral Toxicity (c)	III	0.6396	63.96%
Estrogen receptor binding	-	0.8682	86.82%
Androgen receptor binding	-	0.8857	88.57%
Thyroid receptor binding	-	0.8320	83.20%
Glucocorticoid receptor binding	-	0.5925	59.25%
Aromatase binding	-	0.9053	90.53%
PPAR gamma	+	0.5984	59.84%
Honey bee toxicity	-	0.9600	96.00%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	+	0.8726	87.26%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	6309.6 nM; 6309.6 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	91.72%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.99%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.17%	99.17%
CHEMBL2581	P07339	Cathepsin D	81.14%	98.95%

Plants that contains it

• Albizia julibrissin

Cross-Links

• PubChem: 95116
• NPASS: NPC16947
• ChEMBL: CHEMBL338743
• LOTUS: LTS0224151
• wikiData: Q27258565