Acremine A

Details

• Internal ID: 50254edf-3d2c-4b75-8e7a-d46c32d7cdd6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4S,6R)-4,6-dihydroxy-3-[(E)-3-hydroxy-3-methylbut-1-enyl]-6-methylcyclohex-2-en-1-one
• InChI: InChI=1S/C12H18O4/c1-11(2,15)5-4-8-6-10(14)12(3,16)7-9(8)13/h4-6,9,13,15-16H,7H2,1-3H3/b5-4+/t9-,12+/m0/s1
• InChI Key: MQTHRHQDRZPYGH-HEDQKTOPSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₄
• Molecular Weight: 226.27 g/mol
• Exact Mass: 226.12050905 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): 0.32
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• (4S,6R)-4,6-dihydroxy-3-[(E)-3-hydroxy-3-methylbut-1-enyl]-6-methylcyclohex-2-en-1-one
• (4S,6R)-4,6-dihydroxy-3-((E)-3-hydroxy-3-methylbut-1-enyl)-6-methylcyclohex-2-en-1-one
• RefChem:109330
• CHEMBL256509
• CHEBI:206277

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9737	97.37%
Caco-2	+	0.5354	53.54%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7217	72.17%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9475	94.75%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9189	91.89%
P-glycoprotein inhibitior	-	0.9560	95.60%
P-glycoprotein substrate	-	0.8882	88.82%
CYP3A4 substrate	-	0.5166	51.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8714	87.14%
CYP3A4 inhibition	-	0.8055	80.55%
CYP2C9 inhibition	-	0.8473	84.73%
CYP2C19 inhibition	-	0.7901	79.01%
CYP2D6 inhibition	-	0.9306	93.06%
CYP1A2 inhibition	-	0.8924	89.24%
CYP2C8 inhibition	-	0.9164	91.64%
CYP inhibitory promiscuity	-	0.8924	89.24%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.6039	60.39%
Eye corrosion	-	0.9665	96.65%
Eye irritation	+	0.6146	61.46%
Skin irritation	-	0.5723	57.23%
Skin corrosion	-	0.9044	90.44%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8127	81.27%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5824	58.24%
skin sensitisation	+	0.6953	69.53%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5799	57.99%
Acute Oral Toxicity (c)	III	0.5999	59.99%
Estrogen receptor binding	-	0.7735	77.35%
Androgen receptor binding	-	0.7835	78.35%
Thyroid receptor binding	+	0.6210	62.10%
Glucocorticoid receptor binding	+	0.5568	55.68%
Aromatase binding	-	0.8568	85.68%
PPAR gamma	-	0.5385	53.85%
Honey bee toxicity	-	0.8905	89.05%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8123	81.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.36%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.97%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.44%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.19%	89.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.02%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.50%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.38%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.42%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.19%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.44%	93.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.36%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11447472
• LOTUS: LTS0051670
• wikiData: Q77514890