(4S,5S)-4,5-dihydroxy-5-methyl-2-propan-2-ylcyclohex-2-en-1-one

Details

• Internal ID: 5bb6297b-f735-4370-8c05-baf193e5bc9d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (4S,5S)-4,5-dihydroxy-5-methyl-2-propan-2-ylcyclohex-2-en-1-one
• InChI: InChI=1S/C10H16O3/c1-6(2)7-4-9(12)10(3,13)5-8(7)11/h4,6,9,12-13H,5H2,1-3H3/t9-,10-/m0/s1
• InChI Key: CCPNLZBISLASNP-UWVGGRQHSA-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: 0.10
• 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	+	0.9910	99.10%
Caco-2	-	0.6384	63.84%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7889	78.89%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9419	94.19%
OATP1B3 inhibitior	+	0.9692	96.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9266	92.66%
P-glycoprotein inhibitior	-	0.9610	96.10%
P-glycoprotein substrate	-	0.9404	94.04%
CYP3A4 substrate	-	0.5349	53.49%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	-	0.8637	86.37%
CYP2C9 inhibition	-	0.8464	84.64%
CYP2C19 inhibition	-	0.8401	84.01%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.8836	88.36%
CYP2C8 inhibition	-	0.9934	99.34%
CYP inhibitory promiscuity	-	0.9337	93.37%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.4788	47.88%
Eye corrosion	-	0.9732	97.32%
Eye irritation	+	0.8234	82.34%
Skin irritation	-	0.5633	56.33%
Skin corrosion	-	0.8992	89.92%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8184	81.84%
Micronuclear	-	0.7868	78.68%
Hepatotoxicity	+	0.5926	59.26%
skin sensitisation	+	0.7397	73.97%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5063	50.63%
Acute Oral Toxicity (c)	III	0.6612	66.12%
Estrogen receptor binding	-	0.9154	91.54%
Androgen receptor binding	-	0.9117	91.17%
Thyroid receptor binding	-	0.7096	70.96%
Glucocorticoid receptor binding	-	0.7321	73.21%
Aromatase binding	-	0.8631	86.31%
PPAR gamma	-	0.8918	89.18%
Honey bee toxicity	-	0.9106	91.06%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8567	85.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.32%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.78%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.46%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.36%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.64%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.26%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.89%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.29%	96.77%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.21%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.78%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	81.43%	94.75%
CHEMBL4208	P20618	Proteasome component C5	80.93%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162858367
• LOTUS: LTS0048536
• wikiData: Q104953608