Senkyunolide C

Details

• Internal ID: 03c74dd7-4575-4927-b241-a8bded9ee1b5
• Taxonomy: Organoheterocyclic compounds > Isocoumarans > Isobenzofuranones
• IUPAC Name: (3Z)-3-butylidene-5-hydroxy-2-benzofuran-1-one
• SMILES (Canonical): CCCC=C1C2=C(C=CC(=C2)O)C(=O)O1
• SMILES (Isomeric): CCC/C=C\1/C2=C(C=CC(=C2)O)C(=O)O1
• InChI: InChI=1S/C12H12O3/c1-2-3-4-11-10-7-8(13)5-6-9(10)12(14)15-11/h4-7,13H,2-3H2,1H3/b11-4-
• InChI Key: NRENRLOUWSVYIA-WCIBSUBMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₃
• Molecular Weight: 204.22 g/mol
• Exact Mass: 204.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 91652-78-7
• (3Z)-3-butylidene-5-hydroxy-2-benzofuran-1-one
• SenkyunolideC
• Sekyuolide C
• (Z)-5-Hydroxy-3-butylidene-phthalide
• SCHEMBL2639883
• AKOS032949102
• 3-Butylidene-5-hydroxy-1(3H)-isobenzofuranone
• (3Z)-3-butylidene-5-hydroxy-2-benzofuran-1(3H)-one
• 1(3H)-isobenzofuranone, 3-butylidene-5-hydroxy-, (3Z)-
• InChI=1/C12H12O3/c1-2-3-4-11-10-7-8(13)5-6-9(10)12(14)15-11/h4-7,13H,2-3H2,1H3/b11-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8972	89.72%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Plasma membrane	0.4985	49.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7833	78.33%
OATP1B3 inhibitior	+	0.9611	96.11%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9000	90.00%
P-glycoprotein inhibitior	-	0.9593	95.93%
P-glycoprotein substrate	-	0.8571	85.71%
CYP3A4 substrate	-	0.5541	55.41%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	-	0.7867	78.67%
CYP3A4 inhibition	-	0.7992	79.92%
CYP2C9 inhibition	-	0.5242	52.42%
CYP2C19 inhibition	+	0.6482	64.82%
CYP2D6 inhibition	-	0.8761	87.61%
CYP1A2 inhibition	+	0.8489	84.89%
CYP2C8 inhibition	-	0.6069	60.69%
CYP inhibitory promiscuity	+	0.6037	60.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4200	42.00%
Eye corrosion	-	0.8876	88.76%
Eye irritation	+	0.9658	96.58%
Skin irritation	-	0.5851	58.51%
Skin corrosion	-	0.9071	90.71%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7165	71.65%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.7429	74.29%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5509	55.09%
Acute Oral Toxicity (c)	III	0.6494	64.94%
Estrogen receptor binding	+	0.7750	77.50%
Androgen receptor binding	+	0.6782	67.82%
Thyroid receptor binding	-	0.5890	58.90%
Glucocorticoid receptor binding	+	0.5866	58.66%
Aromatase binding	+	0.5311	53.11%
PPAR gamma	+	0.6015	60.15%
Honey bee toxicity	-	0.9547	95.47%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9753	97.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.54%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.26%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.72%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.27%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.33%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	89.37%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.91%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.68%	89.00%
CHEMBL242	Q92731	Estrogen receptor beta	81.80%	98.35%

Plants that contains it

• Angelica sinensis
• Conioselinum anthriscoides
• Levisticum officinale

Cross-Links

• PubChem: 642374
• NPASS: NPC267339
• LOTUS: LTS0055084
• wikiData: Q104252488