5,6-Dihydroxy-6-methyl-3-propan-2-ylcyclohex-2-en-1-one

Details

• Internal ID: aedf47d6-c714-47bb-9b8a-81c102e10221
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 5,6-dihydroxy-6-methyl-3-propan-2-ylcyclohex-2-en-1-one
• SMILES (Canonical): CC(C)C1=CC(=O)C(C(C1)O)(C)O
• SMILES (Isomeric): CC(C)C1=CC(=O)C(C(C1)O)(C)O
• InChI: InChI=1S/C10H16O3/c1-6(2)7-4-8(11)10(3,13)9(12)5-7/h4,6,9,12-13H,5H2,1-3H3
• InChI Key: NKLGQYGFHSRLPK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₃
• Molecular Weight: 184.23 g/mol
• Exact Mass: 184.109944368 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.65
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	-	0.7036	70.36%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8358	83.58%
OATP2B1 inhibitior	-	0.8493	84.93%
OATP1B1 inhibitior	+	0.9454	94.54%
OATP1B3 inhibitior	+	0.9692	96.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9453	94.53%
P-glycoprotein inhibitior	-	0.9673	96.73%
P-glycoprotein substrate	-	0.8706	87.06%
CYP3A4 substrate	-	0.5592	55.92%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8753	87.53%
CYP3A4 inhibition	-	0.9227	92.27%
CYP2C9 inhibition	-	0.8415	84.15%
CYP2C19 inhibition	-	0.8131	81.31%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.9086	90.86%
CYP2C8 inhibition	-	0.9931	99.31%
CYP inhibitory promiscuity	-	0.9298	92.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5586	55.86%
Eye corrosion	-	0.9634	96.34%
Eye irritation	+	0.5974	59.74%
Skin irritation	+	0.5472	54.72%
Skin corrosion	-	0.8311	83.11%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7651	76.51%
Micronuclear	-	0.7241	72.41%
Hepatotoxicity	+	0.6638	66.38%
skin sensitisation	+	0.7052	70.52%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.6218	62.18%
Acute Oral Toxicity (c)	III	0.6449	64.49%
Estrogen receptor binding	-	0.8573	85.73%
Androgen receptor binding	-	0.6888	68.88%
Thyroid receptor binding	-	0.6066	60.66%
Glucocorticoid receptor binding	-	0.6854	68.54%
Aromatase binding	-	0.8596	85.96%
PPAR gamma	-	0.7515	75.15%
Honey bee toxicity	-	0.9374	93.74%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8469	84.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.16%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.16%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.14%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.67%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	86.77%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.50%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.61%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.06%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.66%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.47%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.32%	90.71%

Plants that contains it

• Artemisia ludoviciana

Cross-Links

• PubChem: 14829024
• LOTUS: LTS0089521
• wikiData: Q105180641