(4S,5S)-4-hydroxy-2-methyl-5-(5-methylhex-4-enoyl)cyclohex-2-en-1-one

Details

• Internal ID: 3cb8e21c-767a-47ac-b4d2-67105f90ca62
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4S,5S)-4-hydroxy-2-methyl-5-(5-methylhex-4-enoyl)cyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(C(CC1=O)C(=O)CCC=C(C)C)O
• SMILES (Isomeric): CC1=C[C@@H]([C@H](CC1=O)C(=O)CCC=C(C)C)O
• InChI: InChI=1S/C14H20O3/c1-9(2)5-4-6-12(15)11-8-13(16)10(3)7-14(11)17/h5,7,11,14,17H,4,6,8H2,1-3H3/t11-,14+/m1/s1
• InChI Key: JNUNRBYCGBPDEZ-RISCZKNCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₃
• Molecular Weight: 236.31 g/mol
• Exact Mass: 236.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.7125	71.25%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9226	92.26%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9163	91.63%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9043	90.43%
P-glycoprotein inhibitior	-	0.9506	95.06%
P-glycoprotein substrate	-	0.8648	86.48%
CYP3A4 substrate	-	0.5520	55.20%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	-	0.6920	69.20%
CYP2C9 inhibition	-	0.7372	73.72%
CYP2C19 inhibition	-	0.7282	72.82%
CYP2D6 inhibition	-	0.8117	81.17%
CYP1A2 inhibition	-	0.8358	83.58%
CYP2C8 inhibition	-	0.9514	95.14%
CYP inhibitory promiscuity	-	0.8747	87.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8550	85.50%
Carcinogenicity (trinary)	Non-required	0.6620	66.20%
Eye corrosion	-	0.9610	96.10%
Eye irritation	-	0.6995	69.95%
Skin irritation	-	0.5239	52.39%
Skin corrosion	-	0.9575	95.75%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6718	67.18%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	+	0.5169	51.69%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.5913	59.13%
Acute Oral Toxicity (c)	III	0.4996	49.96%
Estrogen receptor binding	-	0.7173	71.73%
Androgen receptor binding	-	0.7879	78.79%
Thyroid receptor binding	-	0.7095	70.95%
Glucocorticoid receptor binding	-	0.5427	54.27%
Aromatase binding	-	0.9153	91.53%
PPAR gamma	-	0.7321	73.21%
Honey bee toxicity	-	0.8984	89.84%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9806	98.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.27%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.37%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.09%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.62%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.24%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.17%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.04%	90.71%

Plants that contains it

• Cryptomeria japonica

Cross-Links

• PubChem: 163052157
• LOTUS: LTS0034574
• wikiData: Q105132135