(2S,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid

Details

• Internal ID: d8ecae3e-8a41-4a3e-964d-ec6cbc7bdd0c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Sugar acids and derivatives > Glucuronic acid derivatives
• IUPAC Name: (2S,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid
• SMILES (Canonical): C(=O)C(C(C(C(C(=O)O)O)O)O)O
• SMILES (Isomeric): C(=O)[C@@H]([C@H]([C@H]([C@@H](C(=O)O)O)O)O)O
• InChI: InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h1-5,8-11H,(H,12,13)/t2-,3+,4+,5-/m0/s1
• InChI Key: IAJILQKETJEXLJ-RSJOWCBRSA-N
• Popularity: 5,158 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₀O₇
• Molecular Weight: 194.14 g/mol
• Exact Mass: 194.04265265 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -3.29
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• 685-73-4
• 14982-50-4
• (2S,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid
• 2ENU0N1DRP
• UNII-VV3XD4CL04
• 4JK6RN80GF
• Galacturonic acid, D-
• EINECS 211-682-6
• D-Galacturonic acid monohydrate
• NSC 212542
• (C6-H10-O7)x
• NSC-212542
• DL-Galacturonicacid
• DGU
• Anhydrogalacturonic acid
• D-GALACTURONICACID
• SCHEMBL6457
• aldehydo-D-galacturonic acid
• VV3XD4CL04
• D-Galacturonic acid, anhydro-
• GALACTURONIC ACID, DL-
• GALACTURONIC ACID [INCI]
• CHEBI:47962
• D-GALACTURONIC ACID [MI]
• DTXSID00873872
• IAJILQKETJEXLJ-RSJOWCBRSA-N
• NSC 4063
• AKOS040763718
• Q422729
• 594208B9-401C-4893-9727-674A8B6D6A89
• 34150-36-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5220	52.20%
Caco-2	-	0.9529	95.29%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7202	72.02%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.9519	95.19%
OATP1B3 inhibitior	+	0.9661	96.61%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9861	98.61%
P-glycoprotein inhibitior	-	0.9806	98.06%
P-glycoprotein substrate	-	0.9865	98.65%
CYP3A4 substrate	-	0.7257	72.57%
CYP2C9 substrate	+	0.5976	59.76%
CYP2D6 substrate	-	0.8584	85.84%
CYP3A4 inhibition	-	0.8884	88.84%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9695	96.95%
CYP2D6 inhibition	-	0.9544	95.44%
CYP1A2 inhibition	-	0.9357	93.57%
CYP2C8 inhibition	-	0.9806	98.06%
CYP inhibitory promiscuity	-	0.9877	98.77%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.6296	62.96%
Carcinogenicity (trinary)	Non-required	0.7788	77.88%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8462	84.62%
Skin irritation	+	0.5301	53.01%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8687	86.87%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5300	53.00%
skin sensitisation	-	0.9377	93.77%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.8333	83.33%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	+	0.4588	45.88%
Acute Oral Toxicity (c)	III	0.8267	82.67%
Estrogen receptor binding	-	0.8446	84.46%
Androgen receptor binding	-	0.8642	86.42%
Thyroid receptor binding	-	0.6418	64.18%
Glucocorticoid receptor binding	-	0.6181	61.81%
Aromatase binding	-	0.8761	87.61%
PPAR gamma	-	0.7787	77.87%
Honey bee toxicity	-	0.9263	92.63%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.9800	98.00%
Fish aquatic toxicity	-	0.6079	60.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	80.20%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.09%	96.09%

Plants that contains it

• Angelica acutiloba
• Angelica gigas
• Angelica sinensis
• Arabidopsis thaliana
• Cannabis sativa
• Codonopsis pilosula
• Helianthus annuus
• Pogostemon cablin
• Symplocos tinctoria

Cross-Links

• PubChem: 84740
• NPASS: NPC160207
• LOTUS: LTS0125621
• wikiData: Q422729