Tetrahydroxyadipic acid

Details

• Internal ID: 57c6e110-cb5a-43ce-8200-ca9ba253a8e9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Sugar acids and derivatives > Glucuronic acid derivatives
• IUPAC Name: 2,3,4,5-tetrahydroxyhexanedioic acid
• SMILES (Canonical): C(C(C(C(=O)O)O)O)(C(C(=O)O)O)O
• SMILES (Isomeric): C(C(C(C(=O)O)O)O)(C(C(=O)O)O)O
• InChI: InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)
• InChI Key: DSLZVSRJTYRBFB-UHFFFAOYSA-N
• Popularity: 1,490 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₀O₈
• Molecular Weight: 210.14 g/mol
• Exact Mass: 210.03756727 g/mol
• Topological Polar Surface Area (TPSA): 156.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -3.40
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

• Schleimsaure
• Galactaric acid, D-
• Galactaric-acid-
• Tetrahydroxyadipic acid
• NSC8127
• 2,3,4,5-Tetrahydroxyadipic Acid
• 80876-58-0
• Obetrol
• NSC-8127
• NCGC00096080-01
• d-Galactaric acid #
• Spectrum_000129
• SpecPlus_000412
• WLN: QVYQYQYQYQVQ
• Spectrum2_001454
• Spectrum4_001910
• Spectrum5_000600
• (2R,3S,4S,5R)-2,3,4,5-tetrahydroxyhexanedioic acid
• SCHEMBL5497
• Glucaric acid;Saccharic acid
• KBioGR_002506
• KBioSS_000589
• DivK1c_006508
• SPECTRUM1501211
• SPBio_001347
• KBio1_001452
• KBio2_000589
• KBio2_003157
• KBio2_005725
• DSLZVSRJTYRBFB-UHFFFAOYSA-N
• BCP29834
• CCG-38868
• AKOS024386337
• SB45456
• SDCCGMLS-0066970.P001
• LS-70977
• NCI60_000682
• FT-0626588
• FT-0670273
• FT-0690188
• SR-05000002451
• SR-05000002451-1
• A9C2B0B4-D17A-489A-A900-65FFAE0F00B6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5220	52.20%
Caco-2	-	0.9753	97.53%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7202	72.02%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.9710	97.10%
OATP1B3 inhibitior	+	0.9661	96.61%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9872	98.72%
P-glycoprotein inhibitior	-	0.9795	97.95%
P-glycoprotein substrate	-	0.9964	99.64%
CYP3A4 substrate	-	0.8015	80.15%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.8595	85.95%
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	-	0.9952	99.52%
CYP inhibitory promiscuity	-	0.9877	98.77%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6296	62.96%
Carcinogenicity (trinary)	Non-required	0.7788	77.88%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.4940	49.40%
Skin irritation	+	0.5301	53.01%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8373	83.73%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6175	61.75%
skin sensitisation	-	0.9377	93.77%
Respiratory toxicity	-	0.9000	90.00%
Reproductive toxicity	-	0.8333	83.33%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	+	0.4641	46.41%
Acute Oral Toxicity (c)	III	0.8267	82.67%
Estrogen receptor binding	-	0.7526	75.26%
Androgen receptor binding	-	0.7951	79.51%
Thyroid receptor binding	-	0.5705	57.05%
Glucocorticoid receptor binding	-	0.5594	55.94%
Aromatase binding	-	0.8365	83.65%
PPAR gamma	-	0.8077	80.77%
Honey bee toxicity	-	0.9218	92.18%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.9700	97.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	89.80%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.18%	96.09%

Plants that contains it

• Phyllanthus emblica
• Pogostemon cablin

Cross-Links

• PubChem: 607
• NPASS: NPC232680
• LOTUS: LTS0205436
• wikiData: Q104987896