(2R,5R)-5-[(2R)-1,2-dihydroxypropan-2-yl]-2-methyl-2-(4-oxopentyl)cyclohexan-1-one

Details

• Internal ID: c624be09-b3f8-474a-a31f-d18b2bef30e7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (2R,5R)-5-[(2R)-1,2-dihydroxypropan-2-yl]-2-methyl-2-(4-oxopentyl)cyclohexan-1-one
• SMILES (Canonical): CC(=O)CCCC1(CCC(CC1=O)C(C)(CO)O)C
• SMILES (Isomeric): CC(=O)CCC[C@@]1(CC[C@H](CC1=O)[C@](C)(CO)O)C
• InChI: InChI=1S/C15H26O4/c1-11(17)5-4-7-14(2)8-6-12(9-13(14)18)15(3,19)10-16/h12,16,19H,4-10H2,1-3H3/t12-,14-,15+/m1/s1
• InChI Key: OOWSYPZXYUUKPC-YUELXQCFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₄
• Molecular Weight: 270.36 g/mol
• Exact Mass: 270.18310931 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9234	92.34%
Caco-2	+	0.6746	67.46%
Blood Brain Barrier	-	0.5115	51.15%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.9091	90.91%
OATP2B1 inhibitior	-	0.8519	85.19%
OATP1B1 inhibitior	+	0.9035	90.35%
OATP1B3 inhibitior	+	0.9231	92.31%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7333	73.33%
BSEP inhibitior	+	0.6802	68.02%
P-glycoprotein inhibitior	-	0.9307	93.07%
P-glycoprotein substrate	-	0.7390	73.90%
CYP3A4 substrate	+	0.5892	58.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8385	83.85%
CYP3A4 inhibition	-	0.5546	55.46%
CYP2C9 inhibition	-	0.8688	86.88%
CYP2C19 inhibition	-	0.9375	93.75%
CYP2D6 inhibition	-	0.9286	92.86%
CYP1A2 inhibition	-	0.8491	84.91%
CYP2C8 inhibition	-	0.7898	78.98%
CYP inhibitory promiscuity	-	0.9904	99.04%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7705	77.05%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8890	88.90%
Skin irritation	-	0.6942	69.42%
Skin corrosion	-	0.9756	97.56%
Ames mutagenesis	-	0.7954	79.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7190	71.90%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5443	54.43%
skin sensitisation	-	0.7932	79.32%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5397	53.97%
Acute Oral Toxicity (c)	III	0.6468	64.68%
Estrogen receptor binding	+	0.5455	54.55%
Androgen receptor binding	-	0.6564	65.64%
Thyroid receptor binding	-	0.5885	58.85%
Glucocorticoid receptor binding	+	0.5756	57.56%
Aromatase binding	-	0.6237	62.37%
PPAR gamma	-	0.5903	59.03%
Honey bee toxicity	-	0.9197	91.97%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8903	89.03%

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	98.81%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.10%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.10%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	88.50%	97.79%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.26%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.89%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.53%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.51%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.79%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.77%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.52%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.24%	97.50%

Plants that contains it

• Chiliadenus glutinosus

Cross-Links

• PubChem: 11043837
• LOTUS: LTS0193719
• wikiData: Q105195710