Glucoheptonic acid

Details

• Internal ID: 1268a2e5-b0bd-4f9a-b067-bf5014e140cb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Sugar acids and derivatives
• IUPAC Name: (2R,3R,4S,5R,6R)-2,3,4,5,6,7-hexahydroxyheptanoic acid
• SMILES (Canonical): C(C(C(C(C(C(C(=O)O)O)O)O)O)O)O
• SMILES (Isomeric): C([C@H]([C@H]([C@@H]([C@H]([C@H](C(=O)O)O)O)O)O)O)O
• InChI: InChI=1S/C7H14O8/c8-1-2(9)3(10)4(11)5(12)6(13)7(14)15/h2-6,8-13H,1H2,(H,14,15)/t2-,3-,4+,5-,6-/m1/s1
• InChI Key: KWMLJOLKUYYJFJ-VFUOTHLCSA-N
• Popularity: 57 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₄O₈
• Molecular Weight: 226.18 g/mol
• Exact Mass: 226.06886740 g/mol
• Topological Polar Surface Area (TPSA): 159.00 Ų
• XlogP: -4.00
• Atomic LogP (AlogP): -4.13
• H-Bond Acceptor: 7
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

• Gluceptate
• alpha-Glucoheptonic acid
• D-glycero-D-gulo-Heptonic acid
• 87-74-1
• Gluceptate [INN]
• (2R,3R,4S,5R,6R)-2,3,4,5,6,7-hexahydroxyheptanoic acid
• UNII-B1F50160Z2
• EINECS 201-769-7
• B1F50160Z2
• d-glucoheptonic acid
• C7H14O8
• C7-H14-O8
• calcium-gluceptate
• GLUCEPTATE [VANDF]
• GLUCO-HEPTONIC ACID
• SCHEMBL6406
• GLUCEPTATE [WHO-DD]
• 882983-01-9
• GLUCOHEPTONIC ACID (D)
• GLUCOHEPTONIC ACID [MI]
• DTXSID3048077
• CHEBI:67270
• GLUCOHEPTONIC ACID [INCI]
• KWMLJOLKUYYJFJ-VFUOTHLCSA-N
• GLUCOHEPTONIC ACID, .ALPHA.-
• AKOS016009919
• PD062368
• Q27135733

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5812	58.12%
Caco-2	-	0.9705	97.05%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7130	71.30%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9588	95.88%
OATP1B3 inhibitior	+	0.9094	90.94%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9871	98.71%
P-glycoprotein inhibitior	-	0.9792	97.92%
P-glycoprotein substrate	-	0.9819	98.19%
CYP3A4 substrate	-	0.7219	72.19%
CYP2C9 substrate	-	0.6069	60.69%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.9376	93.76%
CYP2C9 inhibition	-	0.9521	95.21%
CYP2C19 inhibition	-	0.9597	95.97%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.9898	98.98%
CYP inhibitory promiscuity	-	0.9802	98.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7983	79.83%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8349	83.49%
Skin irritation	-	0.6691	66.91%
Skin corrosion	-	0.9159	91.59%
Ames mutagenesis	-	0.9800	98.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8287	82.87%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.9449	94.49%
Respiratory toxicity	-	0.9000	90.00%
Reproductive toxicity	-	0.9111	91.11%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	-	0.5794	57.94%
Acute Oral Toxicity (c)	IV	0.6216	62.16%
Estrogen receptor binding	-	0.7456	74.56%
Androgen receptor binding	-	0.7659	76.59%
Thyroid receptor binding	-	0.5654	56.54%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.8635	86.35%
PPAR gamma	-	0.7490	74.90%
Honey bee toxicity	-	0.9737	97.37%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.9500	95.00%
Fish aquatic toxicity	-	0.9218	92.18%

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	97.68%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.58%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.85%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.36%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.42%	98.75%

Plants that contains it

• Pogostemon cablin

Cross-Links

• PubChem: 25588
• NPASS: NPC64239
• LOTUS: LTS0172899
• wikiData: Q27135733