5-Hydroxy-p-mentha-6,8-dien-2-one

Details

• Internal ID: 55baac32-f27d-47fa-b21e-8f592ec28cf8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 4-hydroxy-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(C(CC1=O)C(=C)C)O
• SMILES (Isomeric): CC1=CC(C(CC1=O)C(=C)C)O
• InChI: InChI=1S/C10H14O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4,8,10,12H,1,5H2,2-3H3
• InChI Key: IQBZOAYOGMNFPL-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22 g/mol
• Exact Mass: 166.099379685 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.46
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• DTXSID801196195
• 5-Hydroxy-p-mentha-6,8-dien-2-one
• 4-hydroxy-5-isopropenyl-2-methyl-2-cyclohexen-1-one
• 4-Hydroxy-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one
• 4-Hydroxy-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one, 9CI
• 56423-48-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5248	52.48%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8216	82.16%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9476	94.76%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9415	94.15%
P-glycoprotein inhibitior	-	0.9603	96.03%
P-glycoprotein substrate	-	0.8890	88.90%
CYP3A4 substrate	-	0.6227	62.27%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	-	0.7002	70.02%
CYP2C9 inhibition	-	0.9551	95.51%
CYP2C19 inhibition	-	0.8066	80.66%
CYP2D6 inhibition	-	0.9013	90.13%
CYP1A2 inhibition	-	0.8858	88.58%
CYP2C8 inhibition	-	0.9805	98.05%
CYP inhibitory promiscuity	-	0.8793	87.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6951	69.51%
Carcinogenicity (trinary)	Non-required	0.7143	71.43%
Eye corrosion	-	0.6369	63.69%
Eye irritation	+	0.9267	92.67%
Skin irritation	+	0.7106	71.06%
Skin corrosion	-	0.8347	83.47%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5689	56.89%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.7408	74.08%
skin sensitisation	+	0.8969	89.69%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	+	0.5371	53.71%
Acute Oral Toxicity (c)	III	0.7451	74.51%
Estrogen receptor binding	-	0.9395	93.95%
Androgen receptor binding	-	0.8739	87.39%
Thyroid receptor binding	-	0.8941	89.41%
Glucocorticoid receptor binding	-	0.9387	93.87%
Aromatase binding	-	0.8655	86.55%
PPAR gamma	-	0.8737	87.37%
Honey bee toxicity	-	0.8308	83.08%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9065	90.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.12%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.26%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.15%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.30%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.06%	91.11%

Plants that contains it

• Boltonia asteroides

Cross-Links

• PubChem: 14379178
• LOTUS: LTS0028508
• wikiData: Q105117684