(4aS,7S,7aR)-7-methyl-4-methylidene-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-3-one

Details

• Internal ID: e241db22-3d2b-403d-ac4c-8ac042bea556
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4aS,7S,7aR)-7-methyl-4-methylidene-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-3-one
• SMILES (Canonical): CC1CCC2C1COC(=O)C2=C
• SMILES (Isomeric): C[C@H]1CC[C@H]2[C@@H]1COC(=O)C2=C
• InChI: InChI=1S/C10H14O2/c1-6-3-4-8-7(2)10(11)12-5-9(6)8/h6,8-9H,2-5H2,1H3/t6-,8+,9+/m0/s1
• InChI Key: YKZUKQIUWWXFKK-NBEYISGCSA-N
• Popularity: 4 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: 2.50
• Atomic LogP (AlogP): 1.76
• 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	+	0.9966	99.66%
Caco-2	+	0.7923	79.23%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.3838	38.38%
OATP2B1 inhibitior	-	0.8471	84.71%
OATP1B1 inhibitior	+	0.9339	93.39%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9650	96.50%
P-glycoprotein inhibitior	-	0.9684	96.84%
P-glycoprotein substrate	-	0.9106	91.06%
CYP3A4 substrate	-	0.5385	53.85%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.8467	84.67%
CYP2C9 inhibition	-	0.8822	88.22%
CYP2C19 inhibition	-	0.5681	56.81%
CYP2D6 inhibition	-	0.9037	90.37%
CYP1A2 inhibition	+	0.7458	74.58%
CYP2C8 inhibition	-	0.8871	88.71%
CYP inhibitory promiscuity	-	0.8646	86.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6083	60.83%
Eye corrosion	-	0.8548	85.48%
Eye irritation	+	0.9628	96.28%
Skin irritation	-	0.5122	51.22%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6894	68.94%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	+	0.4804	48.04%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.7398	73.98%
Acute Oral Toxicity (c)	III	0.4896	48.96%
Estrogen receptor binding	-	0.6972	69.72%
Androgen receptor binding	-	0.5490	54.90%
Thyroid receptor binding	-	0.8491	84.91%
Glucocorticoid receptor binding	-	0.7182	71.82%
Aromatase binding	-	0.8756	87.56%
PPAR gamma	-	0.9185	91.85%
Honey bee toxicity	-	0.8456	84.56%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9936	99.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	91.67%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.98%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.55%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.11%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	85.81%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.99%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.54%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.81%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.89%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.18%	99.23%

Plants that contains it

• Teucrium marum

Cross-Links

• PubChem: 11805123
• LOTUS: LTS0047296
• wikiData: Q105349985