(4s,5s)-4,5-Dihydroxy-2-methylcyclohex-2-enone

Details

• Internal ID: f8fa7f76-8b40-4ece-91b7-a3cb2b3d4732
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4S,5S)-4,5-dihydroxy-2-methylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(C(CC1=O)O)O
• SMILES (Isomeric): CC1=C[C@@H]([C@H](CC1=O)O)O
• InChI: InChI=1S/C7H10O3/c1-4-2-6(9)7(10)3-5(4)8/h2,6-7,9-10H,3H2,1H3/t6-,7-/m0/s1
• InChI Key: LOFGUEYYNOZLJL-BQBZGAKWSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₀O₃
• Molecular Weight: 142.15 g/mol
• Exact Mass: 142.062994177 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.37
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 4alpha,5beta-Dihydroxy-2-methyl-2-cyclohexene-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	-	0.6566	65.66%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8071	80.71%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9502	95.02%
OATP1B3 inhibitior	+	0.9732	97.32%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9505	95.05%
P-glycoprotein inhibitior	-	0.9749	97.49%
P-glycoprotein substrate	-	0.9555	95.55%
CYP3A4 substrate	-	0.6247	62.47%
CYP2C9 substrate	-	0.7587	75.87%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9597	95.97%
CYP2C9 inhibition	-	0.9095	90.95%
CYP2C19 inhibition	-	0.9019	90.19%
CYP2D6 inhibition	-	0.9192	91.92%
CYP1A2 inhibition	-	0.8654	86.54%
CYP2C8 inhibition	-	0.9941	99.41%
CYP inhibitory promiscuity	-	0.9346	93.46%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5951	59.51%
Eye corrosion	-	0.8753	87.53%
Eye irritation	+	0.8073	80.73%
Skin irritation	+	0.6469	64.69%
Skin corrosion	-	0.7468	74.68%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7648	76.48%
Micronuclear	-	0.6141	61.41%
Hepatotoxicity	+	0.7745	77.45%
skin sensitisation	+	0.6410	64.10%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.5599	55.99%
Acute Oral Toxicity (c)	III	0.5323	53.23%
Estrogen receptor binding	-	0.9306	93.06%
Androgen receptor binding	-	0.7902	79.02%
Thyroid receptor binding	-	0.8916	89.16%
Glucocorticoid receptor binding	-	0.8964	89.64%
Aromatase binding	-	0.9156	91.56%
PPAR gamma	-	0.9028	90.28%
Honey bee toxicity	-	0.9429	94.29%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.7476	74.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.92%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.71%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.50%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.25%	96.09%

Plants that contains it

• Carthamus arborescens

Cross-Links

• PubChem: 70677551
• NPASS: NPC226643
• LOTUS: LTS0269687
• wikiData: Q77280153