2,3-Dihydroxy-1,4-dithiobutane

Details

• Internal ID: 081f3c77-3c42-40e5-8413-6a65d80fbd35
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Polyols > 1,2-diols
• IUPAC Name: (2R,3R)-1,4-bis(sulfanyl)butane-2,3-diol
• SMILES (Canonical): C(C(C(CS)O)O)S
• SMILES (Isomeric): C([C@@H]([C@H](CS)O)O)S
• InChI: InChI=1S/C4H10O2S2/c5-3(1-7)4(6)2-8/h3-8H,1-2H2/t3-,4-/m0/s1
• InChI Key: VHJLVAABSRFDPM-IMJSIDKUSA-N
• Popularity: 8,046 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₁₀O₂S₂
• Molecular Weight: 154.30 g/mol
• Exact Mass: 154.01222190 g/mol
• Topological Polar Surface Area (TPSA): 42.50 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.43
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• 1,4-Dithiothreitol
• 3483-12-3
• Cleland reagent
• Sputolysin
• (2R,3R)-1,4-disulfanylbutane-2,3-diol
• Cleland's reagent
• Threitol, 1,4-dithio-
• T8ID5YZU6Y
• 2,3-Butanediol, 1,4-dimercapto-, (2R,3R)-rel-
• Clelands reagent
• Dithiotreitol
• 2,3-Butanediol, 1,4-dimercapto-, DL-threo-
• threo-1,4-Dimercapto-2,3-butanediol
• WR-34678
• (R*,R*)-(1)-1,4-Dimercaptobutane-2,3-diol
• (R*,R*)-(+-)-1,4-Dimercapto-2,3-butanediol
• 2,3-BUTANEDIOL, 1,4-DIMERCAPTO-, D-threo-
• DTXSID5041017
• Reagent, Cleland
• D-threo-1,4-Dimercapto-2,3-butanediol
• WR 34678
• Reagent, Cleland's
• CHEBI:18320
• RefChem:416957
• GlyTouCan:G47410OV
• DTXCID00820548
• G47410OV
• 2,3-Butanediol, 1,4-dimercapto-, (R*,R*)-(+-)-
• 222-468-7
• 248-531-9
• L-Dithiothreitol
• 16096-97-2
• L-1,4-Dithiothreitol
• L-Dtt
• 2,3-DIHYDROXY-1,4-DITHIOBUTANE
• dl-Dithiothreitol
• (2R,3R)-1,4-bis(sulfanyl)butane-2,3-diol
• (2R,3R)-1,4-dimercaptobutane-2,3-diol
• 2,3-Butanediol, 1,4-dimercapto-, (2R,3R)-
• MFCD00064305
• L-threo-1,4-Dimercapto-2,3-butanediol
• DL-threo-1,4-Dimercapto-2,3-butanediol
• 1,4-Dithio-dl-threitol
• L-(-)-Dithiothreitol
• DTT
• (2R,3R)-(-)-1,4-Dimercapto-2,3-butanediol
• Threitol, 1,4-dithio-, DL-
• rac-Dithiothreitol
• L-Cleland's Reagent
• Mucolyse
• LDtt
• Threitol, dithio-
• (2R,3R)-rel-1,4-Dimercapto-2,3-butanediol
• UNII-T8ID5YZU6Y
• CLELAND REAGENT RACEMIC
• SCHEMBL538995
• CCRIS 3617
• CHEMBL406270
• orb1306721
• CHEBI:42106
• HSDB 8422
• VHJLVAABSRFDPM-IMJSIDKUSA-N
• 1,4-DITHIOTHREITOL [MI]
• DTXSID501316708
• L-(-)-Dithiothreitol, >=95%
• L-1,4-disulfanylbutane-2,3-diol
• EINECS 222-468-7
• EINECS 248-531-9
• s6829
• AKOS028109573
• DB04447
• FD02370
• BRN 1719757
• AS-64942
• HY-15917
• SY234556
• (R*,R*)-1,4-Dimercaptobutane-2,3-diol
• AI3-62064
• D1589
• NS00068394
• 1,4-DIMERCAPTO-2,3-BUTANEDIOL, DL-
• C00265
• D70251
• T70362
• (2R,3R)-(-)-2,3-Dihydroxy-1,4-butanedithiol
• 3-01-00-02360 (Beilstein Handbook Reference)
• F493710
• Q27104490
• 2,3-Butanediol, 1,4-dimercapto-, (R*,R*)- (+-)-
• 23968FDA-4EA3-46CD-8871-0DEB9D9EA0B8
• 2,3-Butanediol, 1,4-dimercapto-, (theta,theta)-(+/-)-
• 2,3-BUTANEDIOL, 1,4-DIMERCAPTO-, (R*,R*)- (+/-)-
• L-1,4-Dithiothreitol; (2R,3R)-1,4-Dimercapto-2,3-butanediol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7127	71.27%
Caco-2	-	0.8141	81.41%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5643	56.43%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9692	96.92%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9593	95.93%
P-glycoprotein inhibitior	-	0.9802	98.02%
P-glycoprotein substrate	-	0.9911	99.11%
CYP3A4 substrate	-	0.8308	83.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7398	73.98%
CYP3A4 inhibition	-	0.9652	96.52%
CYP2C9 inhibition	-	0.8991	89.91%
CYP2C19 inhibition	-	0.8794	87.94%
CYP2D6 inhibition	-	0.9279	92.79%
CYP1A2 inhibition	-	0.7392	73.92%
CYP2C8 inhibition	-	0.9935	99.35%
CYP inhibitory promiscuity	-	0.9050	90.50%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.6216	62.16%
Eye corrosion	+	0.4838	48.38%
Eye irritation	+	0.7688	76.88%
Skin irritation	+	0.8011	80.11%
Skin corrosion	-	0.6771	67.71%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7574	75.74%
Micronuclear	-	0.9068	90.68%
Hepatotoxicity	+	0.6372	63.72%
skin sensitisation	+	0.8879	88.79%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.8889	88.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6579	65.79%
Acute Oral Toxicity (c)	II	0.3911	39.11%
Estrogen receptor binding	-	0.8920	89.20%
Androgen receptor binding	-	0.9060	90.60%
Thyroid receptor binding	-	0.8722	87.22%
Glucocorticoid receptor binding	-	0.7557	75.57%
Aromatase binding	-	0.8644	86.44%
PPAR gamma	-	0.8394	83.94%
Honey bee toxicity	-	0.8338	83.38%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.9370	93.70%

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	86.55%	96.09%
CHEMBL2581	P07339	Cathepsin D	80.37%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 439196
• LOTUS: LTS0226561
• wikiData: Q27104490