Furfuryl acetate

Details

• Internal ID: 9aae75c2-b749-485e-92b5-decd2ce94afb
• Taxonomy: Organoheterocyclic compounds > Heteroaromatic compounds
• IUPAC Name: furan-2-ylmethyl acetate
• SMILES (Canonical): CC(=O)OCC1=CC=CO1
• SMILES (Isomeric): CC(=O)OCC1=CC=CO1
• InChI: InChI=1S/C7H8O3/c1-6(8)10-5-7-3-2-4-9-7/h2-4H,5H2,1H3
• InChI Key: CKOYRRWBOKMNRG-UHFFFAOYSA-N
• Popularity: 75 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₈O₃
• Molecular Weight: 140.14 g/mol
• Exact Mass: 140.047344113 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.34
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 623-17-6
• furan-2-ylmethyl acetate
• 2-Furanmethanol, acetate
• FURFURAL ACETATE
• Furfuryl alcohol, acetate
• Acetic acid furfuryl ester
• 2-Furanmethanol acetate
• 2-Acetoxymethylfuran
• 2-Furfuryl acetate
• Acetic acid furfurylester
• 2-Furanmethyl acetate
• 2-Furylmethyl acetate
• 2-Furanmethanol, 2-acetate
• 2-Furylcarbinyl acetate
• FEMA No. 2490
• 2-Furfuryl-acetate
• CCRIS 6242
• NSC 5585
• EINECS 210-775-9
• UNII-3CJC9ALG3X
• 3CJC9ALG3X
• (furan-2-yl)methyl acetate
• BRN 0116128
• AI3-11016
• DTXSID7025346
• NSC-5585
• 5-17-03-00344 (Beilstein Handbook Reference)
• DTXCID705346
• Furfurylacetate
• CAS-623-17-6
• Furfuryl ethanoate
• Furfuryl-ethanoate
• Acetic acid furfuryl
• uran-2-ylmethyl acetate
• Furfuryl acetate, 97%
• Furfuryl acetate, 99%
• 2-Furylmethyl acetate #
• SCHEMBL190434
• FURFURAL ACETATE [FHFI]
• CHEMBL1522321
• FEMA 2490
• Furfuryl acetate, >=98%, FG
• NSC5585
• CHEBI:191539
• Tox21_201590
• Tox21_303142
• MFCD00003251
• s5831
• AKOS005206950
• CS-W011037
• HY-W010321
• LS-1495
• SB60888
• Furfuryl acetate, natural, >=98%, FG
• NCGC00091809-01
• NCGC00091809-02
• NCGC00257222-01
• NCGC00259139-01
• TS-01820
• A0903
• FT-0626572
• 2-furylmethyl acetate;Furan-2-ylmethyl acetate
• EN300-254213
• F14839
• Furfuryl acetate, analytical reference material
• A833715
• Q11644408
• 6-(4-Methoxyphenyl)-5,6-dihydroimidazo[2,1-b]thiazole
• Z204447878
• InChI=1/C7H8O3/c1-6(8)10-5-7-3-2-4-9-7/h2-4H,5H2,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.5532	55.32%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8096	80.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9194	91.94%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8738	87.38%
P-glycoprotein inhibitior	-	0.9864	98.64%
P-glycoprotein substrate	-	0.9839	98.39%
CYP3A4 substrate	-	0.6433	64.33%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	-	0.9826	98.26%
CYP2C9 inhibition	-	0.7830	78.30%
CYP2C19 inhibition	-	0.7130	71.30%
CYP2D6 inhibition	-	0.9527	95.27%
CYP1A2 inhibition	+	0.7280	72.80%
CYP2C8 inhibition	-	0.8739	87.39%
CYP inhibitory promiscuity	-	0.5674	56.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7717	77.17%
Carcinogenicity (trinary)	Non-required	0.5104	51.04%
Eye corrosion	+	0.7372	73.72%
Eye irritation	+	0.9373	93.73%
Skin irritation	+	0.5692	56.92%
Skin corrosion	-	0.7130	71.30%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6128	61.28%
Micronuclear	-	0.7267	72.67%
Hepatotoxicity	-	0.5444	54.44%
skin sensitisation	+	0.6409	64.09%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.6948	69.48%
Acute Oral Toxicity (c)	III	0.6993	69.93%
Estrogen receptor binding	-	0.9303	93.03%
Androgen receptor binding	-	0.8512	85.12%
Thyroid receptor binding	-	0.9306	93.06%
Glucocorticoid receptor binding	-	0.8632	86.32%
Aromatase binding	-	0.7062	70.62%
PPAR gamma	-	0.7966	79.66%
Honey bee toxicity	-	0.9741	97.41%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	-	0.4259	42.59%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	22387.2 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.02%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.34%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.55%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.05%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.18%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.98%	95.56%

Plants that contains it

• Angelica acutiloba
• Angelica gigas
• Angelica sinensis
• Glycyrrhiza glabra
• Houttuynia cordata
• Panax ginseng

Cross-Links

• PubChem: 12170
• NPASS: NPC229387
• ChEMBL: CHEMBL1522321
• LOTUS: LTS0167683
• wikiData: Q11644408