6-hydroxy-3-methyl-7-propan-2-yl-5,6,7,7a-tetrahydro-4aH-cyclopenta[b]pyran-2-one

Details

• Internal ID: 35454a4c-f477-45cc-8e79-6656b00b857a
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: 6-hydroxy-3-methyl-7-propan-2-yl-5,6,7,7a-tetrahydro-4aH-cyclopenta[b]pyran-2-one
• SMILES (Canonical): CC1=CC2CC(C(C2OC1=O)C(C)C)O
• SMILES (Isomeric): CC1=CC2CC(C(C2OC1=O)C(C)C)O
• InChI: InChI=1S/C12H18O3/c1-6(2)10-9(13)5-8-4-7(3)12(14)15-11(8)10/h4,6,8-11,13H,5H2,1-3H3
• InChI Key: UVNHQXKHXMNEDW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27 g/mol
• Exact Mass: 210.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.7051	70.51%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6275	62.75%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.9244	92.44%
OATP1B3 inhibitior	+	0.9707	97.07%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9072	90.72%
P-glycoprotein inhibitior	-	0.9454	94.54%
P-glycoprotein substrate	-	0.8667	86.67%
CYP3A4 substrate	-	0.5432	54.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8682	86.82%
CYP3A4 inhibition	-	0.8947	89.47%
CYP2C9 inhibition	-	0.9422	94.22%
CYP2C19 inhibition	-	0.9011	90.11%
CYP2D6 inhibition	-	0.9591	95.91%
CYP1A2 inhibition	-	0.8518	85.18%
CYP2C8 inhibition	-	0.9731	97.31%
CYP inhibitory promiscuity	-	0.9228	92.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5111	51.11%
Eye corrosion	-	0.9452	94.52%
Eye irritation	-	0.7019	70.19%
Skin irritation	+	0.5816	58.16%
Skin corrosion	-	0.9209	92.09%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5684	56.84%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.6816	68.16%
skin sensitisation	-	0.5466	54.66%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6112	61.12%
Acute Oral Toxicity (c)	III	0.5328	53.28%
Estrogen receptor binding	-	0.8043	80.43%
Androgen receptor binding	-	0.7353	73.53%
Thyroid receptor binding	-	0.5840	58.40%
Glucocorticoid receptor binding	-	0.8371	83.71%
Aromatase binding	-	0.9238	92.38%
PPAR gamma	-	0.9019	90.19%
Honey bee toxicity	-	0.8611	86.11%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	-	0.3869	38.69%

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	93.57%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.57%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.92%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.21%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.89%	99.23%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.21%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.04%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	83.02%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.87%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.41%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.25%	89.00%

Plants that contains it

• Artemisia vulgaris

Cross-Links

• PubChem: 162891700
• LOTUS: LTS0016531
• wikiData: Q105279980