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

Details

• Internal ID: 6f3f207d-bdb3-4716-99f4-945efb4816ed
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (4S,4aR)-4,7-dimethyl-4,4a,5,6-tetrahydro-3H-cyclopenta[c]pyran-1-one
• SMILES (Canonical): CC1COC(=O)C2=C(CCC12)C
• SMILES (Isomeric): C[C@@H]1COC(=O)C2=C(CC[C@H]12)C
• InChI: InChI=1S/C10H14O2/c1-6-3-4-8-7(2)5-12-10(11)9(6)8/h7-8H,3-5H2,1-2H3/t7-,8-/m1/s1
• InChI Key: BDXDSAWGUGHUQP-HTQZYQBOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22 g/mol
• Exact Mass: 166.099379685 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 4581-74-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.8345	83.45%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4134	41.34%
OATP2B1 inhibitior	-	0.8363	83.63%
OATP1B1 inhibitior	+	0.9535	95.35%
OATP1B3 inhibitior	+	0.9623	96.23%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9370	93.70%
P-glycoprotein inhibitior	-	0.9550	95.50%
P-glycoprotein substrate	-	0.9525	95.25%
CYP3A4 substrate	-	0.5691	56.91%
CYP2C9 substrate	-	0.8201	82.01%
CYP2D6 substrate	-	0.8778	87.78%
CYP3A4 inhibition	-	0.8699	86.99%
CYP2C9 inhibition	-	0.8550	85.50%
CYP2C19 inhibition	-	0.7401	74.01%
CYP2D6 inhibition	-	0.8643	86.43%
CYP1A2 inhibition	+	0.5944	59.44%
CYP2C8 inhibition	-	0.9402	94.02%
CYP inhibitory promiscuity	-	0.8808	88.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6264	62.64%
Eye corrosion	-	0.8392	83.92%
Eye irritation	+	0.9073	90.73%
Skin irritation	-	0.6079	60.79%
Skin corrosion	-	0.9718	97.18%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5804	58.04%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	+	0.4725	47.25%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6022	60.22%
Estrogen receptor binding	-	0.9299	92.99%
Androgen receptor binding	-	0.5517	55.17%
Thyroid receptor binding	-	0.8275	82.75%
Glucocorticoid receptor binding	-	0.9129	91.29%
Aromatase binding	-	0.8851	88.51%
PPAR gamma	-	0.8561	85.61%
Honey bee toxicity	-	0.9435	94.35%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9818	98.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.28%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.84%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.93%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.37%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.91%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.82%	97.25%

Plants that contains it

• Actinidia polygama

Cross-Links

• PubChem: 11073784
• NPASS: NPC54311