2,3-Dihydroxybutanedioate;hydron

Details

• Internal ID: 43406011-444b-4dfd-8537-ac490b07c7ed
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Sugar acids and derivatives
• IUPAC Name: 2,3-dihydroxybutanedioate;hydron
• SMILES (Canonical): [H+].[H+].C(C(C(=O)[O-])O)(C(=O)[O-])O
• SMILES (Isomeric): [H+].[H+].C(C(C(=O)[O-])O)(C(=O)[O-])O
• InChI: InChI=1S/C4H6O6/c5-1(3(7)8)2(6)4(9)10/h1-2,5-6H,(H,7,8)(H,9,10)
• InChI Key: FEWJPZIEWOKRBE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₆O₆
• Molecular Weight: 150.09 g/mol
• Exact Mass: 150.01643791 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -4.57
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5388	53.88%
Caco-2	-	0.9768	97.68%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7522	75.22%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.9789	97.89%
OATP1B3 inhibitior	+	0.9623	96.23%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9812	98.12%
P-glycoprotein inhibitior	-	0.9755	97.55%
P-glycoprotein substrate	-	0.9958	99.58%
CYP3A4 substrate	-	0.8125	81.25%
CYP2C9 substrate	-	0.6220	62.20%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.9461	94.61%
CYP2C9 inhibition	-	0.9257	92.57%
CYP2C19 inhibition	-	0.9649	96.49%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.9351	93.51%
CYP2C8 inhibition	-	0.9945	99.45%
CYP inhibitory promiscuity	-	0.9930	99.30%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5196	51.96%
Carcinogenicity (trinary)	Non-required	0.7308	73.08%
Eye corrosion	-	0.8249	82.49%
Eye irritation	+	0.6353	63.53%
Skin irritation	+	0.5261	52.61%
Skin corrosion	-	0.8807	88.07%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8485	84.85%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.7300	73.00%
skin sensitisation	-	0.9078	90.78%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7016	70.16%
Estrogen receptor binding	-	0.8274	82.74%
Androgen receptor binding	-	0.8527	85.27%
Thyroid receptor binding	-	0.7707	77.07%
Glucocorticoid receptor binding	-	0.7731	77.31%
Aromatase binding	-	0.8169	81.69%
PPAR gamma	-	0.7357	73.57%
Honey bee toxicity	-	0.8893	88.93%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	-	0.5411	54.11%

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	90.59%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.22%	96.09%

Plants that contains it

• Aloe africana
• Aloe ferox
• Aloe spicata
• Aloe vera
• Cornus officinalis
• Eucommia ulmoides
• Hippophae rhamnoides
• Panax ginseng
• Pogostemon cablin
• Prunus mume
• Vitis vinifera
• Ziziphus jujuba

Cross-Links

• PubChem: 21583978
• NPASS: NPC24751