4-Hydroxy-menthone

Details

• Internal ID: 95d16e87-a018-436f-b223-eee57c940406
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (2R,5S)-4-hydroxy-5-methyl-2-propan-2-ylcyclohexan-1-one
• SMILES (Canonical): CC1CC(=O)C(CC1O)C(C)C
• SMILES (Isomeric): C[C@H]1CC(=O)[C@H](CC1O)C(C)C
• InChI: InChI=1S/C10H18O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h6-9,11H,4-5H2,1-3H3/t7-,8+,9?/m0/s1
• InChI Key: NCNOFEZLRJLBDH-ZQTLJVIJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.25 g/mol
• Exact Mass: 170.130679813 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5942	59.42%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8320	83.20%
OATP2B1 inhibitior	-	0.8441	84.41%
OATP1B1 inhibitior	+	0.9608	96.08%
OATP1B3 inhibitior	+	0.9639	96.39%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9648	96.48%
P-glycoprotein inhibitior	-	0.9756	97.56%
P-glycoprotein substrate	-	0.8031	80.31%
CYP3A4 substrate	-	0.6198	61.98%
CYP2C9 substrate	-	0.8197	81.97%
CYP2D6 substrate	-	0.7523	75.23%
CYP3A4 inhibition	-	0.8724	87.24%
CYP2C9 inhibition	-	0.9345	93.45%
CYP2C19 inhibition	-	0.9415	94.15%
CYP2D6 inhibition	-	0.9239	92.39%
CYP1A2 inhibition	-	0.8153	81.53%
CYP2C8 inhibition	-	0.9967	99.67%
CYP inhibitory promiscuity	-	0.9794	97.94%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7513	75.13%
Carcinogenicity (trinary)	Non-required	0.7203	72.03%
Eye corrosion	-	0.7411	74.11%
Eye irritation	+	0.8746	87.46%
Skin irritation	+	0.6484	64.84%
Skin corrosion	-	0.8832	88.32%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8117	81.17%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.7099	70.99%
skin sensitisation	+	0.8044	80.44%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.6329	63.29%
Acute Oral Toxicity (c)	III	0.8304	83.04%
Estrogen receptor binding	-	0.9227	92.27%
Androgen receptor binding	-	0.6497	64.97%
Thyroid receptor binding	-	0.8462	84.62%
Glucocorticoid receptor binding	-	0.8015	80.15%
Aromatase binding	-	0.9291	92.91%
PPAR gamma	-	0.9115	91.15%
Honey bee toxicity	-	0.9067	90.67%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8740	87.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.88%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.70%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.99%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.93%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.08%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.29%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.31%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.18%	93.56%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.09%	94.00%

Plants that contains it

• Agathosma betulina

Cross-Links

• PubChem: 129675136
• LOTUS: LTS0016909
• wikiData: Q105177282