Butylidene dihydrophthalide

Details

• Internal ID: f7eb170b-6e01-46e1-856f-a9d5e19564eb
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: (3Z)-3-butylidene-3a,4-dihydro-2-benzofuran-1-one
• SMILES (Canonical): CCCC=C1C2CC=CC=C2C(=O)O1
• SMILES (Isomeric): CCC/C=C\1/C2CC=CC=C2C(=O)O1
• InChI: InChI=1S/C12H14O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h4-5,7-9H,2-3,6H2,1H3/b11-8-
• InChI Key: HYBKZIMAEUOFDE-FLIBITNWSA-N
• Popularity: 0 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: 3.00
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• HYBKZIMAEUOFDE-FLIBITNWSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9403	94.03%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Plasma membrane	0.6710	67.10%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8841	88.41%
OATP1B3 inhibitior	+	0.9645	96.45%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8619	86.19%
P-glycoprotein inhibitior	-	0.9795	97.95%
P-glycoprotein substrate	-	0.9059	90.59%
CYP3A4 substrate	-	0.5388	53.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8745	87.45%
CYP3A4 inhibition	-	0.7982	79.82%
CYP2C9 inhibition	-	0.8195	81.95%
CYP2C19 inhibition	-	0.5527	55.27%
CYP2D6 inhibition	-	0.9020	90.20%
CYP1A2 inhibition	+	0.5942	59.42%
CYP2C8 inhibition	-	0.8173	81.73%
CYP inhibitory promiscuity	+	0.5399	53.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4704	47.04%
Eye corrosion	-	0.6464	64.64%
Eye irritation	+	0.7779	77.79%
Skin irritation	-	0.6076	60.76%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4214	42.14%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	+	0.7663	76.63%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5318	53.18%
Acute Oral Toxicity (c)	III	0.7848	78.48%
Estrogen receptor binding	-	0.8028	80.28%
Androgen receptor binding	-	0.6904	69.04%
Thyroid receptor binding	-	0.5932	59.32%
Glucocorticoid receptor binding	-	0.7939	79.39%
Aromatase binding	-	0.7623	76.23%
PPAR gamma	-	0.6310	63.10%
Honey bee toxicity	-	0.8910	89.10%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9422	94.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.65%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.75%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.77%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.39%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	90.23%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.94%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.97%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.64%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.80%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.58%	86.33%
CHEMBL230	P35354	Cyclooxygenase-2	82.08%	89.63%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.94%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.20%	99.23%

Plants that contains it

• Angelica acutiloba
• Angelica gigas
• Angelica sinensis

Cross-Links

• PubChem: 91752777
• NPASS: NPC158877