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

Details

• Internal ID: 53501551-1e6d-4371-b4bb-c3366ea1075c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4aR,7S,7aR)-7-methyl-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[c]pyran-1-one
• SMILES (Canonical): CC1CCC2C1C(=O)OCC2
• SMILES (Isomeric): C[C@H]1CC[C@H]2[C@@H]1C(=O)OCC2
• InChI: InChI=1S/C9H14O2/c1-6-2-3-7-4-5-11-9(10)8(6)7/h6-8H,2-5H2,1H3/t6-,7+,8+/m0/s1
• InChI Key: HVQDVKHZEKJXAZ-XLPZGREQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.21 g/mol
• Exact Mass: 154.099379685 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.60
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.7781	77.81%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Lysosomes	0.3652	36.52%
OATP2B1 inhibitior	-	0.8344	83.44%
OATP1B1 inhibitior	+	0.9553	95.53%
OATP1B3 inhibitior	+	0.9596	95.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9533	95.33%
P-glycoprotein inhibitior	-	0.9844	98.44%
P-glycoprotein substrate	-	0.9114	91.14%
CYP3A4 substrate	-	0.5609	56.09%
CYP2C9 substrate	-	0.5827	58.27%
CYP2D6 substrate	-	0.8301	83.01%
CYP3A4 inhibition	-	0.9575	95.75%
CYP2C9 inhibition	-	0.9081	90.81%
CYP2C19 inhibition	-	0.7632	76.32%
CYP2D6 inhibition	-	0.9520	95.20%
CYP1A2 inhibition	-	0.5326	53.26%
CYP2C8 inhibition	-	0.9651	96.51%
CYP inhibitory promiscuity	-	0.9841	98.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6676	66.76%
Eye corrosion	-	0.5611	56.11%
Eye irritation	+	0.9657	96.57%
Skin irritation	-	0.5312	53.12%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	-	0.6737	67.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7224	72.24%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	-	0.7308	73.08%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.7684	76.84%
Acute Oral Toxicity (c)	III	0.5547	55.47%
Estrogen receptor binding	-	0.8958	89.58%
Androgen receptor binding	+	0.5931	59.31%
Thyroid receptor binding	-	0.9029	90.29%
Glucocorticoid receptor binding	-	0.7564	75.64%
Aromatase binding	-	0.8405	84.05%
PPAR gamma	-	0.8938	89.38%
Honey bee toxicity	-	0.9188	91.88%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8292	82.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.96%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.73%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.63%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.44%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.98%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.41%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.30%	86.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.18%	98.46%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.16%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.96%	96.09%

Plants that contains it

• Boschniakia rossica

Cross-Links

• PubChem: 10855684
• LOTUS: LTS0039885
• wikiData: Q105034385