Asparagusic acid

Details

• Internal ID: 5f75eaf6-cf0d-499a-9016-e220b2bd25a7
• Taxonomy: Organoheterocyclic compounds > Dithiolanes > Dithiolanecarboxylic acids > 1,2-dithiolanecarboxylic acids > 1,2-dithiolane-4-carboxylic acids
• IUPAC Name: dithiolane-4-carboxylic acid
• SMILES (Canonical): C1C(CSS1)C(=O)O
• SMILES (Isomeric): C1C(CSS1)C(=O)O
• InChI: InChI=1S/C4H6O2S2/c5-4(6)3-1-7-8-2-3/h3H,1-2H2,(H,5,6)
• InChI Key: AYGMEFRECNWRJC-UHFFFAOYSA-N
• Popularity: 39 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₆O₂S₂
• Molecular Weight: 150.20 g/mol
• Exact Mass: 149.98092178 g/mol
• Topological Polar Surface Area (TPSA): 87.90 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.08
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 1,2-DITHIOLANE-4-CARBOXYLIC ACID
• 2224-02-4
• dithiolane-4-carboxylic acid
• VAD3XV509R
• PH 800/21
• Asparagusicacid
• BRN 0112178
• UNII-VAD3XV509R
• ASPARAGUSIC ACID [MI]
• SCHEMBL2796676
• CHEMBL3581910
• CHEBI:18091
• DTXSID00176779
• [1,2]dithiolane-4-carboxylic acid
• CAA22402
• CS-B0536
• MFCD01729684
• 1,2-Dithiolan-4-carbonsA currencyure
• AKOS006277672
• BS-16096
• HY-50730
• PH-800/21
• ARACHIDONIC ACID TRIFLUOROMETHYLKETONE
• C01892
• D82957
• 1,2-DITHIACYCLOPENTANE-4-CARBOXYLIC ACID
• 5-19-07-00224 (Beilstein Handbook Reference)
• A901670
• Q312125

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9842	98.42%
Caco-2	-	0.8869	88.69%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7147	71.47%
OATP2B1 inhibitior	-	0.8403	84.03%
OATP1B1 inhibitior	+	0.9819	98.19%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9454	94.54%
P-glycoprotein inhibitior	-	0.9885	98.85%
P-glycoprotein substrate	-	0.9892	98.92%
CYP3A4 substrate	-	0.7504	75.04%
CYP2C9 substrate	+	0.8129	81.29%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.9330	93.30%
CYP2C9 inhibition	-	0.8572	85.72%
CYP2C19 inhibition	-	0.8243	82.43%
CYP2D6 inhibition	-	0.8684	86.84%
CYP1A2 inhibition	-	0.8142	81.42%
CYP2C8 inhibition	-	0.9885	98.85%
CYP inhibitory promiscuity	-	0.9324	93.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.6058	60.58%
Eye corrosion	+	0.6782	67.82%
Eye irritation	+	0.9837	98.37%
Skin irritation	+	0.5141	51.41%
Skin corrosion	-	0.7174	71.74%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8172	81.72%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7893	78.93%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6332	63.32%
Acute Oral Toxicity (c)	III	0.5651	56.51%
Estrogen receptor binding	-	0.8936	89.36%
Androgen receptor binding	-	0.7507	75.07%
Thyroid receptor binding	-	0.8555	85.55%
Glucocorticoid receptor binding	-	0.8469	84.69%
Aromatase binding	-	0.8554	85.54%
PPAR gamma	-	0.6454	64.54%
Honey bee toxicity	-	0.9298	92.98%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7690	76.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.68%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	85.64%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.48%	96.09%

Plants that contains it

• Asparagus officinalis

Cross-Links

• PubChem: 16682
• LOTUS: LTS0166943
• wikiData: Q312125