(4aR,5R)-5-hydroxy-7-methyl-4,4a,5,6-tetrahydro-3H-cyclopenta[c]pyran-1-one

Details

• Internal ID: 276b34a9-b063-40be-a5a3-0090cfcfc8ba
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (4aR,5R)-5-hydroxy-7-methyl-4,4a,5,6-tetrahydro-3H-cyclopenta[c]pyran-1-one
• InChI: InChI=1S/C9H12O3/c1-5-4-7(10)6-2-3-12-9(11)8(5)6/h6-7,10H,2-4H2,1H3/t6-,7+/m0/s1
• InChI Key: SZDUUCCXZRJZRL-NKWVEPMBSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₂O₃
• Molecular Weight: 168.19 g/mol
• Exact Mass: 168.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.63
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• BDBM50530821

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.5883	58.83%
Blood Brain Barrier	-	0.7392	73.92%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7631	76.31%
OATP2B1 inhibitior	-	0.8373	83.73%
OATP1B1 inhibitior	+	0.9467	94.67%
OATP1B3 inhibitior	+	0.9716	97.16%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6102	61.02%
BSEP inhibitior	-	0.9351	93.51%
P-glycoprotein inhibitior	-	0.9738	97.38%
P-glycoprotein substrate	-	0.9402	94.02%
CYP3A4 substrate	-	0.5406	54.06%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.8659	86.59%
CYP3A4 inhibition	-	0.9316	93.16%
CYP2C9 inhibition	-	0.9146	91.46%
CYP2C19 inhibition	-	0.7719	77.19%
CYP2D6 inhibition	-	0.9034	90.34%
CYP1A2 inhibition	-	0.6196	61.96%
CYP2C8 inhibition	-	0.9713	97.13%
CYP inhibitory promiscuity	-	0.9528	95.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6093	60.93%
Eye corrosion	-	0.9470	94.70%
Eye irritation	+	0.8454	84.54%
Skin irritation	-	0.6845	68.45%
Skin corrosion	-	0.9514	95.14%
Ames mutagenesis	-	0.5408	54.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.6481	64.81%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6712	67.12%
skin sensitisation	-	0.7387	73.87%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6719	67.19%
Acute Oral Toxicity (c)	III	0.4821	48.21%
Estrogen receptor binding	-	0.9034	90.34%
Androgen receptor binding	-	0.5424	54.24%
Thyroid receptor binding	-	0.8531	85.31%
Glucocorticoid receptor binding	-	0.7712	77.12%
Aromatase binding	-	0.8946	89.46%
PPAR gamma	-	0.7835	78.35%
Honey bee toxicity	-	0.9548	95.48%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8165	81.65%

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	93.70%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.20%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.83%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.89%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.57%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.49%	93.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.36%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.89%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.77%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.69%	95.89%

Plants that contains it

• Crescentia alata

Cross-Links

• PubChem: 16104905
• LOTUS: LTS0124123
• wikiData: Q105264064