trans-5-Hydroxy-p-menth-1(6)-en-2-one

Details

• Internal ID: 26d48fc8-bc70-4c7e-8d55-46172099ab6a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (4S,5S)-4-hydroxy-2-methyl-5-propan-2-ylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(C(CC1=O)C(C)C)O
• SMILES (Isomeric): CC1=C[C@H]([C@@H](CC1=O)C(C)C)O
• InChI: InChI=1S/C10H16O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4,6,8,10,12H,5H2,1-3H3/t8-,10+/m0/s1
• InChI Key: ZFUJCNJIGDBFEP-WCBMZHEXSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23 g/mol
• Exact Mass: 168.115029749 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• C10H16O2
• CHEMBL3950154
• ZFUJCNJIGDBFEP-WCBMZHEXSA-N
• 2-Methyl-4beta-hydroxy-5alpha-isopropyl-2-cyclohexen-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6293	62.93%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8508	85.08%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9530	95.30%
OATP1B3 inhibitior	+	0.9659	96.59%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9277	92.77%
P-glycoprotein inhibitior	-	0.9539	95.39%
P-glycoprotein substrate	-	0.9294	92.94%
CYP3A4 substrate	-	0.6340	63.40%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	-	0.8394	83.94%
CYP2C9 inhibition	-	0.9196	91.96%
CYP2C19 inhibition	-	0.8335	83.35%
CYP2D6 inhibition	-	0.9056	90.56%
CYP1A2 inhibition	-	0.8664	86.64%
CYP2C8 inhibition	-	0.9936	99.36%
CYP inhibitory promiscuity	-	0.8283	82.83%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7251	72.51%
Carcinogenicity (trinary)	Non-required	0.6926	69.26%
Eye corrosion	-	0.7977	79.77%
Eye irritation	+	0.8305	83.05%
Skin irritation	+	0.7279	72.79%
Skin corrosion	-	0.8613	86.13%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6603	66.03%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.7158	71.58%
skin sensitisation	+	0.8661	86.61%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.4540	45.40%
Acute Oral Toxicity (c)	III	0.6874	68.74%
Estrogen receptor binding	-	0.9459	94.59%
Androgen receptor binding	-	0.8692	86.92%
Thyroid receptor binding	-	0.8896	88.96%
Glucocorticoid receptor binding	-	0.9268	92.68%
Aromatase binding	-	0.9427	94.27%
PPAR gamma	-	0.8868	88.68%
Honey bee toxicity	-	0.8990	89.90%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8673	86.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.21%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.65%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.50%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.66%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.03%	85.14%

Plants that contains it

• Citrus aurantiifolia
• Dysphania multifida
• Eupatorium fortunei
• Foeniculum vulgare
• Lysimachia clethroides
• Senna sophera
• Sinacalia tangutica

Cross-Links

• PubChem: 6429209
• NPASS: NPC283712
• LOTUS: LTS0221589
• wikiData: Q105374731