Fusaric Acid

Details

• Internal ID: 01a50b07-7704-4045-a52d-c42770603a41
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Pyridinecarboxylic acids and derivatives > Pyridine-2-carboxylic acids > 5-alkyl-2-carboxypyrimidines
• IUPAC Name: 5-butylpyridine-2-carboxylic acid
• InChI: InChI=1S/C10H13NO2/c1-2-3-4-8-5-6-9(10(12)13)11-7-8/h5-7H,2-4H2,1H3,(H,12,13)
• InChI Key: DGMPVYSXXIOGJY-UHFFFAOYSA-N
• Popularity: 1,377 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.22 g/mol
• Exact Mass: 179.094628657 g/mol
• Topological Polar Surface Area (TPSA): 50.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.12
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 5-Butylpicolinic acid
• 536-69-6
• 5-Butylpyridine-2-carboxylic acid
• Fusarinic acid
• 2-Pyridinecarboxylic acid, 5-butyl-
• 5-Butyl-2-pyridinecarboxylic acid
• Picolinic acid, 5-butyl-
• 5-n-Butylpyridine-2-carboxylic acid
• 5-Butyl-pyridine-2-carboxylic acid
• CHEMBL24510
• CHEBI:5199
• DTXSID5023085
• JWJ963070N
• NSC19870
• TNP00268
• NSC-19870
• NCGC00015441-04
• CAS-536-69-6
• HSDB 3487
• 5-Butylpyridine-3-carboxylic acid
• EINECS 208-643-0
• MFCD00006298
• NSC 19870
• BRN 0125804
• UNII-JWJ963070N
• Prestwick_233
• 5-n-butylpicolinic acid
• Prestwick0_000442
• Prestwick1_000442
• Prestwick2_000442
• Prestwick3_000442
• 5-n-butyl picolinic acid
• Lopac-F-6513
• FUSARIC ACID [MI]
• FUSARIC ACID [JAN]
• FUSARIC ACID [HSDB]
• Lopac0_000526
• Oprea1_115508
• WLN: T6NJ BVQ E4
• 5-n-Butyl-2-picolinic acid
• BSPBio_000484
• 5-22-02-00384 (Beilstein Handbook Reference)
• MLS002153813
• FUSARIC ACID [MART.]
• SCHEMBL178006
• SPBio_002423
• BPBio1_000534
• DTXCID703085
• HMS1569I06
• HMS2096I06
• HMS2230M05
• HMS3261J13
• HMS3369P03
• Tox21_110149
• Tox21_500526
• BDBM50000439
• AKOS015891748
• CCG-204616
• Fusaric acid, from Gibberella fujikuroi
• LP00526
• SDCCGSBI-0050509.P002
• NCGC00015441-01
• NCGC00015441-02
• NCGC00015441-03
• NCGC00015441-05
• NCGC00015441-06
• NCGC00015441-07
• NCGC00015441-08
• NCGC00015441-10
• NCGC00015441-15
• NCGC00093919-01
• NCGC00093919-02
• NCGC00093919-03
• NCGC00261211-01
• AS-57621
• SMR001233184
• HY-128483
• CS-0099145
• EU-0100526
• F0227
• FT-0626585
• A19903
• F 6513
• F-9000
• T72585
• 5-Butyl-pyridine-2-carboxylic acid (fusaric acid)
• Q905703
• SR-01000075634
• SR-01000075634-1
• BRD-K87049188-001-03-6
• Fusaric acid, for HPLC derivatization, >=99.0% (HPLC)
• Fusarinic acid, 2.5-Butylpicolinic acid, Piconlinic acid
• 4-(ACETYLAMINO)-6-NITRO-1,3-BENZENEDICARBOXYLICACID
• CQV
• InChI=1/C10H13NO2/c1-2-3-4-8-5-6-9(10(12)13)11-7-8/h5-7H,2-4H2,1H3,(H,12,13

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.8404	84.04%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Plasma membrane	0.4770	47.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9230	92.30%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9367	93.67%
P-glycoprotein inhibitior	-	0.9849	98.49%
P-glycoprotein substrate	-	0.8322	83.22%
CYP3A4 substrate	-	0.6616	66.16%
CYP2C9 substrate	-	0.8297	82.97%
CYP2D6 substrate	-	0.9053	90.53%
CYP3A4 inhibition	-	0.9298	92.98%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9574	95.74%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.4936	49.36%
CYP inhibitory promiscuity	-	0.9655	96.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.7024	70.24%
Eye corrosion	-	0.9523	95.23%
Eye irritation	+	0.8756	87.56%
Skin irritation	+	0.7668	76.68%
Skin corrosion	-	0.5876	58.76%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6895	68.95%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7550	75.50%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7265	72.65%
Acute Oral Toxicity (c)	II	0.7473	74.73%
Estrogen receptor binding	-	0.6628	66.28%
Androgen receptor binding	-	0.8987	89.87%
Thyroid receptor binding	-	0.7352	73.52%
Glucocorticoid receptor binding	-	0.6490	64.90%
Aromatase binding	-	0.6818	68.18%
PPAR gamma	+	0.5595	55.95%
Honey bee toxicity	-	0.9841	98.41%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.6835	68.35%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	501.2 nM	Potency	via Super-PRED
CHEMBL1293237	P54132	Bloom syndrome protein	3.2 nM	Potency	via Super-PRED
CHEMBL1075189	P14618	Pyruvate kinase isozymes M1/M2	251.2 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.74%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.18%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.08%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.52%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.46%	90.24%
CHEMBL3401	O75469	Pregnane X receptor	82.18%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.75%	95.50%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.43%	95.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.37%	89.34%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.12%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.04%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3442
• LOTUS: LTS0060987
• wikiData: Q905703