8a-Hydroxy-4,4a,7,7a-tetramethyl-4,6,7,8-tetrahydrocyclopenta[f][1]benzofuran-2,5-dione

Details

• Internal ID: da7721bf-1fe6-4c1e-bd45-8db20765eb2f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 8a-hydroxy-4,4a,7,7a-tetramethyl-4,6,7,8-tetrahydrocyclopenta[f][1]benzofuran-2,5-dione
• SMILES (Canonical): CC1CC(=O)C2(C1(CC3(C(=CC(=O)O3)C2C)O)C)C
• SMILES (Isomeric): CC1CC(=O)C2(C1(CC3(C(=CC(=O)O3)C2C)O)C)C
• InChI: InChI=1S/C15H20O4/c1-8-5-11(16)14(4)9(2)10-6-12(17)19-15(10,18)7-13(8,14)3/h6,8-9,18H,5,7H2,1-4H3
• InChI Key: SOKIRSKBDFGHPD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.6518	65.18%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6597	65.97%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9148	91.48%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9370	93.70%
P-glycoprotein inhibitior	-	0.9318	93.18%
P-glycoprotein substrate	-	0.7811	78.11%
CYP3A4 substrate	+	0.5403	54.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8883	88.83%
CYP3A4 inhibition	-	0.7535	75.35%
CYP2C9 inhibition	-	0.9326	93.26%
CYP2C19 inhibition	-	0.9618	96.18%
CYP2D6 inhibition	-	0.9757	97.57%
CYP1A2 inhibition	-	0.7490	74.90%
CYP2C8 inhibition	-	0.8438	84.38%
CYP inhibitory promiscuity	-	0.9734	97.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4738	47.38%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.8687	86.87%
Skin irritation	+	0.6518	65.18%
Skin corrosion	-	0.8900	89.00%
Ames mutagenesis	-	0.5598	55.98%
Human Ether-a-go-go-Related Gene inhibition	-	0.5404	54.04%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5207	52.07%
skin sensitisation	-	0.7399	73.99%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.6149	61.49%
Acute Oral Toxicity (c)	III	0.3226	32.26%
Estrogen receptor binding	-	0.5751	57.51%
Androgen receptor binding	+	0.6739	67.39%
Thyroid receptor binding	-	0.5720	57.20%
Glucocorticoid receptor binding	-	0.7032	70.32%
Aromatase binding	-	0.5145	51.45%
PPAR gamma	-	0.7051	70.51%
Honey bee toxicity	-	0.9333	93.33%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9893	98.93%

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	99.20%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.70%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.99%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.85%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.01%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.54%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.79%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.05%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.52%	94.00%
CHEMBL230	P35354	Cyclooxygenase-2	80.48%	89.63%

Plants that contains it

• Aneura pinguis

Cross-Links

• PubChem: 163042145
• LOTUS: LTS0147179
• wikiData: Q105256996