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

Details

• Internal ID: eefd0498-8ebf-40c4-ac0b-37e7659d7e92
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 8a-methoxy-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)OC)C)C
• SMILES (Isomeric): CC1CC(=O)C2(C1(CC3(C(=CC(=O)O3)C2C)OC)C)C
• InChI: InChI=1S/C16H22O4/c1-9-6-12(17)15(4)10(2)11-7-13(18)20-16(11,19-5)8-14(9,15)3/h7,9-10H,6,8H2,1-5H3
• InChI Key: DIWPTTYPVHMQFU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.34 g/mol
• Exact Mass: 278.15180918 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.7013	70.13%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6670	66.70%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9055	90.55%
OATP1B3 inhibitior	+	0.9568	95.68%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8131	81.31%
P-glycoprotein inhibitior	-	0.8839	88.39%
P-glycoprotein substrate	-	0.7966	79.66%
CYP3A4 substrate	+	0.5811	58.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8959	89.59%
CYP3A4 inhibition	-	0.7454	74.54%
CYP2C9 inhibition	-	0.8997	89.97%
CYP2C19 inhibition	-	0.9113	91.13%
CYP2D6 inhibition	-	0.9750	97.50%
CYP1A2 inhibition	-	0.6438	64.38%
CYP2C8 inhibition	-	0.6328	63.28%
CYP inhibitory promiscuity	-	0.8863	88.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5367	53.67%
Eye corrosion	-	0.9759	97.59%
Eye irritation	-	0.7895	78.95%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9338	93.38%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5312	53.12%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6061	60.61%
skin sensitisation	-	0.7671	76.71%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.8030	80.30%
Acute Oral Toxicity (c)	III	0.4120	41.20%
Estrogen receptor binding	-	0.6191	61.91%
Androgen receptor binding	+	0.6950	69.50%
Thyroid receptor binding	-	0.5244	52.44%
Glucocorticoid receptor binding	-	0.7005	70.05%
Aromatase binding	-	0.5866	58.66%
PPAR gamma	-	0.5847	58.47%
Honey bee toxicity	-	0.8299	82.99%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9918	99.18%

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	95.89%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.95%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.11%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.96%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.93%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.67%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.81%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.92%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.32%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.63%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	80.46%	94.75%

Plants that contains it

• Aneura pinguis

Cross-Links

• PubChem: 162899907
• LOTUS: LTS0204200
• wikiData: Q104981737