Matricaria lactone

Details

• Internal ID: 55be326a-fc42-4d1c-a178-367e46120858
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (5Z)-5-[(Z)-hex-4-en-2-ynylidene]furan-2-one
• SMILES (Canonical): CC=CC#CC=C1C=CC(=O)O1
• SMILES (Isomeric): C/C=C\C#C/C=C\1/C=CC(=O)O1
• InChI: InChI=1S/C10H8O2/c1-2-3-4-5-6-9-7-8-10(11)12-9/h2-3,6-8H,1H3/b3-2-,9-6-
• InChI Key: ZNOFNADHELRFDF-CITLEARMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₈O₂
• Molecular Weight: 160.17 g/mol
• Exact Mass: 160.052429494 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• NSC302304
• BOHLMANN K4114
• CHEMBL2229363
• ZNOFNADHELRFDF-CITLEARMSA-N
• (4Z,8Z)-MATRICARIA LACTONE
• NSC-302304
• 5-[(1Z,4Z)-4-Hexene-2-yne-1-ylidene]furan-2(5H)-one
• 24486-38-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.7591	75.91%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5870	58.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8908	89.08%
OATP1B3 inhibitior	+	0.9653	96.53%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8634	86.34%
P-glycoprotein inhibitior	-	0.9796	97.96%
P-glycoprotein substrate	-	0.9652	96.52%
CYP3A4 substrate	-	0.5804	58.04%
CYP2C9 substrate	-	0.8116	81.16%
CYP2D6 substrate	-	0.8833	88.33%
CYP3A4 inhibition	-	0.9596	95.96%
CYP2C9 inhibition	-	0.8958	89.58%
CYP2C19 inhibition	-	0.7293	72.93%
CYP2D6 inhibition	-	0.9670	96.70%
CYP1A2 inhibition	-	0.6630	66.30%
CYP2C8 inhibition	-	0.9585	95.85%
CYP inhibitory promiscuity	-	0.6099	60.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7444	74.44%
Carcinogenicity (trinary)	Non-required	0.3517	35.17%
Eye corrosion	+	0.9252	92.52%
Eye irritation	+	0.9050	90.50%
Skin irritation	+	0.7455	74.55%
Skin corrosion	+	0.5494	54.94%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7900	79.00%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.6338	63.38%
skin sensitisation	+	0.6004	60.04%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.7671	76.71%
Acute Oral Toxicity (c)	III	0.5296	52.96%
Estrogen receptor binding	-	0.8436	84.36%
Androgen receptor binding	-	0.7981	79.81%
Thyroid receptor binding	-	0.5764	57.64%
Glucocorticoid receptor binding	-	0.5301	53.01%
Aromatase binding	-	0.5415	54.15%
PPAR gamma	-	0.7028	70.28%
Honey bee toxicity	-	0.8219	82.19%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.3625	36.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	88.45%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.73%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.04%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.58%	86.33%

Plants that contains it

• Erigeron apiculatus
• Erigeron canadensis

Cross-Links

• PubChem: 6277481
• NPASS: NPC90490
• LOTUS: LTS0210665
• wikiData: Q105380142