Acremine I

Details

• Internal ID: 6333b106-a0fe-4273-b8db-3165c3e4c2eb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1R,5R,6R)-5-hydroxy-4-[(2R,3S)-3-(2-hydroxypropan-2-yl)oxiran-2-yl]-1-methyl-7-oxabicyclo[4.1.0]hept-3-en-2-one
• SMILES (Canonical): CC12C(O1)C(C(=CC2=O)C3C(O3)C(C)(C)O)O
• SMILES (Isomeric): C[C@]12[C@H](O1)[C@@H](C(=CC2=O)[C@@H]3[C@H](O3)C(C)(C)O)O
• InChI: InChI=1S/C12H16O5/c1-11(2,15)10-8(16-10)5-4-6(13)12(3)9(17-12)7(5)14/h4,7-10,14-15H,1-3H3/t7-,8-,9-,10+,12+/m1/s1
• InChI Key: OUGZTEBDFKLHPZ-OMHSBUABSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₅
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.09977361 g/mol
• Topological Polar Surface Area (TPSA): 82.60 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -0.45
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 1110661-29-4
• (1R,5R,6R)-5-hydroxy-4-[(2R,3S)-3-(1-hydroxy-1-methylethyl)-2-oxiranyl]-1-methyl-7-oxabicyclo[4.1.0]hept-3-en-2-one
• Acremin I

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9745	97.45%
Caco-2	-	0.6053	60.53%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9159	91.59%
OATP1B3 inhibitior	+	0.9591	95.91%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9492	94.92%
P-glycoprotein inhibitior	-	0.8755	87.55%
P-glycoprotein substrate	-	0.8766	87.66%
CYP3A4 substrate	+	0.5564	55.64%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8734	87.34%
CYP3A4 inhibition	-	0.8939	89.39%
CYP2C9 inhibition	-	0.8118	81.18%
CYP2C19 inhibition	-	0.6459	64.59%
CYP2D6 inhibition	-	0.9409	94.09%
CYP1A2 inhibition	-	0.8942	89.42%
CYP2C8 inhibition	-	0.8986	89.86%
CYP inhibitory promiscuity	-	0.7391	73.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4800	48.00%
Eye corrosion	-	0.9722	97.22%
Eye irritation	-	0.9430	94.30%
Skin irritation	-	0.5752	57.52%
Skin corrosion	-	0.9121	91.21%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7707	77.07%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5584	55.84%
skin sensitisation	-	0.6237	62.37%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7401	74.01%
Acute Oral Toxicity (c)	III	0.5495	54.95%
Estrogen receptor binding	+	0.7357	73.57%
Androgen receptor binding	-	0.5492	54.92%
Thyroid receptor binding	+	0.6530	65.30%
Glucocorticoid receptor binding	+	0.5447	54.47%
Aromatase binding	-	0.6826	68.26%
PPAR gamma	+	0.7062	70.62%
Honey bee toxicity	-	0.8878	88.78%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8435	84.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.25%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.07%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.93%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.72%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.65%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.49%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.39%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.17%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.07%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.59%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.29%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 25214161
• LOTUS: LTS0223638
• wikiData: Q77423703