Butylphthalide

Details

• Internal ID: 35acb117-ea69-43bd-b713-3c809b415803
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: 3-butyl-3H-2-benzofuran-1-one
• SMILES (Canonical): CCCCC1C2=CC=CC=C2C(=O)O1
• SMILES (Isomeric): CCCCC1C2=CC=CC=C2C(=O)O1
• InChI: InChI=1S/C12H14O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h4-7,11H,2-3,8H2,1H3
• InChI Key: HJXMNVQARNZTEE-UHFFFAOYSA-N
• Popularity: 540 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.24 g/mol
• Exact Mass: 190.099379685 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 6066-49-5
• 3-n-Butylphthalide
• 3-BUTYLPHTHALIDE
• 3-butylisobenzofuran-1(3H)-one
• Phthalide, 3-butyl-
• 3-Butyl-1(3H)-isobenzofuranone
• N-butylphthalide
• 1(3H)-Isobenzofuranone, 3-butyl-
• 3-N-BUTYLPHATHLIDE
• FEMA No. 3334
• Butylphthalide [INN]
• dl-3-n-butylphthalide
• CCRIS 7107
• EINECS 228-000-8
• UNII-822Q956KGM
• 3-butyl-3H-2-benzofuran-1-one
• 822Q956KGM
• DL-NBP
• (+/-)-3-BUTYLPHTHALIDE
• 3-Butyl-2-benzofuran-1(3H)-one
• C12H14O2
• 3-n-Butylphthalide;3-Butylphthalide
• MFCD01704513
• (S)-3-Butyl-1(3H)-isobenzofuranone
• 3-butyl-1,3-dihydro-2-benzofuran-1-one
• butilftalida
• butylphthalidum
• 3-butyl-3H-isobenzofuran-1-one
• 3-butyl phthalide
• 3 - butylphthalide
• (+/-)-butylphthalide
• Rac-3-n-butylphthalide
• dibutyl2,2-thiobisacetate
• SCHEMBL716879
• CHEMBL248594
• BUTYLPHTHALIDE [WHO-DD]
• 3-butyl-3H-2-benzouran-1-one
• DTXSID50863687
• CHEBI:177504
• HMS3886B22
• 3-N-BUTYLPHTHALIDE [FHFI]
• BCP30933
• HY-B0647
• s9263
• AKOS005362658
• CCG-266504
• CS-3609
• DB12749
• LS-2606
• 3-N-Butylphthalide, >=98% (HPLC)
• AC-35096
• AS-56990
• SY231947
• 3-Butylphthalide pound>>3-n-Butylphthalide
• FT-0698673
• C17854
• A868915
• Q5003180
• 93133-67-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9481	94.81%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Plasma membrane	0.5621	56.21%
OATP2B1 inhibitior	-	0.8649	86.49%
OATP1B1 inhibitior	+	0.8481	84.81%
OATP1B3 inhibitior	+	0.9676	96.76%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9372	93.72%
P-glycoprotein inhibitior	-	0.9789	97.89%
P-glycoprotein substrate	-	0.7607	76.07%
CYP3A4 substrate	-	0.5553	55.53%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.8331	83.31%
CYP3A4 inhibition	-	0.9241	92.41%
CYP2C9 inhibition	-	0.7287	72.87%
CYP2C19 inhibition	+	0.7206	72.06%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	+	0.7157	71.57%
CYP2C8 inhibition	-	0.6978	69.78%
CYP inhibitory promiscuity	-	0.8005	80.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5335	53.35%
Eye corrosion	-	0.8112	81.12%
Eye irritation	+	0.7756	77.56%
Skin irritation	+	0.5330	53.30%
Skin corrosion	-	0.8664	86.64%
Ames mutagenesis	-	0.5037	50.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.8301	83.01%
skin sensitisation	+	0.7708	77.08%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.7375	73.75%
Acute Oral Toxicity (c)	III	0.8482	84.82%
Estrogen receptor binding	-	0.7394	73.94%
Androgen receptor binding	-	0.6409	64.09%
Thyroid receptor binding	-	0.6126	61.26%
Glucocorticoid receptor binding	-	0.8395	83.95%
Aromatase binding	-	0.7949	79.49%
PPAR gamma	-	0.5356	53.56%
Honey bee toxicity	-	0.9764	97.64%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8690	86.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.98%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.29%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.78%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.78%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.96%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.34%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.33%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.64%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	82.83%	93.31%
CHEMBL1951	P21397	Monoamine oxidase A	82.08%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.39%	99.23%

Plants that contains it

• Angelica acutiloba
• Angelica gigas
• Angelica japonica
• Angelica sinensis
• Apium graveolens
• Asarum canadense
• Brassica juncea
• Conioselinum anthriscoides
• Conioselinum smithii
• Conioselinum tenuissimum
• Ligusticum officinale
• Ligusticum striatum
• Scutellaria baicalensis

Cross-Links

• PubChem: 61361
• NPASS: NPC83628
• LOTUS: LTS0150205
• wikiData: Q5003180