(S)-Curzeone

Details

• Internal ID: 7539ebb2-2e47-4b33-bb92-09c908a65f0c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 1,5,8-trimethyl-7,8-dihydro-6H-benzo[e][1]benzofuran-9-one
• SMILES (Canonical): CC1CCC2=C(C1=O)C3=C(C=C2C)OC=C3C
• SMILES (Isomeric): CC1CCC2=C(C1=O)C3=C(C=C2C)OC=C3C
• InChI: InChI=1S/C15H16O2/c1-8-4-5-11-9(2)6-12-13(10(3)7-17-12)14(11)15(8)16/h6-8H,4-5H2,1-3H3
• InChI Key: YBJIFGYQRRWWFW-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₂
• Molecular Weight: 228.29 g/mol
• Exact Mass: 228.115029749 g/mol
• Topological Polar Surface Area (TPSA): 30.20 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.81
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• CHEBI:174174
• 1,5,8-trimethyl-7,8-dihydro-6H-benzo[e][1]benzouran-9-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8591	85.91%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4988	49.88%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9424	94.24%
OATP1B3 inhibitior	+	0.9713	97.13%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7431	74.31%
P-glycoprotein inhibitior	-	0.9367	93.67%
P-glycoprotein substrate	-	0.8965	89.65%
CYP3A4 substrate	+	0.5387	53.87%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8030	80.30%
CYP3A4 inhibition	-	0.8795	87.95%
CYP2C9 inhibition	-	0.6677	66.77%
CYP2C19 inhibition	+	0.5465	54.65%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	+	0.9390	93.90%
CYP2C8 inhibition	-	0.8432	84.32%
CYP inhibitory promiscuity	-	0.5785	57.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.3615	36.15%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.7437	74.37%
Skin irritation	-	0.5582	55.82%
Skin corrosion	-	0.9269	92.69%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4470	44.70%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	+	0.5219	52.19%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7585	75.85%
Acute Oral Toxicity (c)	III	0.5741	57.41%
Estrogen receptor binding	-	0.6332	63.32%
Androgen receptor binding	+	0.6995	69.95%
Thyroid receptor binding	-	0.6432	64.32%
Glucocorticoid receptor binding	-	0.6780	67.80%
Aromatase binding	-	0.8086	80.86%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9262	92.62%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9735	97.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.02%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.80%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.29%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.97%	89.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.58%	86.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.01%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.78%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.06%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.94%	93.40%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.54%	96.25%
CHEMBL4444	P04070	Vitamin K-dependent protein C	80.13%	93.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.05%	86.33%

Plants that contains it

• Curcuma zedoaria

Cross-Links

• PubChem: 131751498
• LOTUS: LTS0087691
• wikiData: Q105345879