1-Hydroxy-4-(hydroxymethylidene)-7-methyl-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-3-one

Details

• Internal ID: 94094d9f-469f-4851-8dfd-bb44c3c26ba5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 1-hydroxy-4-(hydroxymethylidene)-7-methyl-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-3-one
• SMILES (Canonical): CC1=CCC2C1C(OC(=O)C2=CO)O
• SMILES (Isomeric): CC1=CCC2C1C(OC(=O)C2=CO)O
• InChI: InChI=1S/C10H12O4/c1-5-2-3-6-7(4-11)9(12)14-10(13)8(5)6/h2,4,6,8,10-11,13H,3H2,1H3
• InChI Key: ZCYFTOPOEYDXAI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₄
• Molecular Weight: 196.20 g/mol
• Exact Mass: 196.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9726	97.26%
Caco-2	-	0.6874	68.74%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4647	46.47%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9300	93.00%
OATP1B3 inhibitior	+	0.9734	97.34%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9701	97.01%
P-glycoprotein inhibitior	-	0.9712	97.12%
P-glycoprotein substrate	-	0.9508	95.08%
CYP3A4 substrate	-	0.5219	52.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8789	87.89%
CYP3A4 inhibition	-	0.8636	86.36%
CYP2C9 inhibition	-	0.7928	79.28%
CYP2C19 inhibition	-	0.7855	78.55%
CYP2D6 inhibition	-	0.9255	92.55%
CYP1A2 inhibition	+	0.5161	51.61%
CYP2C8 inhibition	-	0.9533	95.33%
CYP inhibitory promiscuity	-	0.8298	82.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9538	95.38%
Carcinogenicity (trinary)	Non-required	0.5032	50.32%
Eye corrosion	-	0.9249	92.49%
Eye irritation	-	0.7055	70.55%
Skin irritation	+	0.6138	61.38%
Skin corrosion	-	0.8371	83.71%
Ames mutagenesis	-	0.5470	54.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5885	58.85%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5931	59.31%
skin sensitisation	-	0.7217	72.17%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7040	70.40%
Acute Oral Toxicity (c)	III	0.3978	39.78%
Estrogen receptor binding	-	0.8202	82.02%
Androgen receptor binding	-	0.6691	66.91%
Thyroid receptor binding	-	0.7546	75.46%
Glucocorticoid receptor binding	-	0.8549	85.49%
Aromatase binding	-	0.8385	83.85%
PPAR gamma	-	0.8269	82.69%
Honey bee toxicity	-	0.9091	90.91%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9384	93.84%

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	94.55%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.72%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.99%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.16%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.94%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.48%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.80%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.95%	91.11%

Plants that contains it

• Alberta magna

Cross-Links

• PubChem: 85157285
• LOTUS: LTS0165144
• wikiData: Q105371825