4-Hydroxy-1,10-secocadin-5-ene-1,10-dione

Details

• Internal ID: f532192f-4ef8-4566-ae28-1b24f0b4ce43
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: 4-hydroxy-4-methyl-2-(2-methyl-6-oxoheptan-3-yl)cyclohex-2-en-1-one
• SMILES (Canonical): CC(C)C(CCC(=O)C)C1=CC(CCC1=O)(C)O
• SMILES (Isomeric): CC(C)C(CCC(=O)C)C1=CC(CCC1=O)(C)O
• InChI: InChI=1S/C15H24O3/c1-10(2)12(6-5-11(3)16)13-9-15(4,18)8-7-14(13)17/h9-10,12,18H,5-8H2,1-4H3
• InChI Key: ZOEYQETWCHEROV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• 226904-40-1
• 2-[(R)-1-Isopropyl-4-oxopentyl]-4-hydroxy-4-methyl-2-cyclohexene-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.8029	80.29%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8402	84.02%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.9321	93.21%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7876	78.76%
P-glycoprotein inhibitior	-	0.9010	90.10%
P-glycoprotein substrate	-	0.8540	85.40%
CYP3A4 substrate	-	0.5174	51.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8616	86.16%
CYP3A4 inhibition	-	0.7887	78.87%
CYP2C9 inhibition	-	0.8755	87.55%
CYP2C19 inhibition	-	0.9266	92.66%
CYP2D6 inhibition	-	0.9199	91.99%
CYP1A2 inhibition	-	0.9515	95.15%
CYP2C8 inhibition	-	0.9799	97.99%
CYP inhibitory promiscuity	-	0.9395	93.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.6213	62.13%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.6080	60.80%
Skin irritation	+	0.5800	58.00%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5698	56.98%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5255	52.55%
skin sensitisation	+	0.7983	79.83%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6100	61.00%
Acute Oral Toxicity (c)	III	0.7142	71.42%
Estrogen receptor binding	-	0.7882	78.82%
Androgen receptor binding	-	0.7795	77.95%
Thyroid receptor binding	-	0.5854	58.54%
Glucocorticoid receptor binding	-	0.4660	46.60%
Aromatase binding	-	0.8700	87.00%
PPAR gamma	-	0.7354	73.54%
Honey bee toxicity	-	0.9592	95.92%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9629	96.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.02%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	94.75%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.57%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.79%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.81%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.61%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.56%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.73%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.22%	90.71%

Plants that contains it

• Casearia sylvestris

Cross-Links

• PubChem: 10753332
• LOTUS: LTS0266232
• wikiData: Q105380411