3a-hydroxy-3-(7-hydroxy-4-methylhept-3-enyl)-3,6-dimethyl-6aH-cyclopenta[c]furan-1,4-dione

Details

• Internal ID: 01d22869-820c-41a1-a4f0-1d4a195847da
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 3a-hydroxy-3-(7-hydroxy-4-methylhept-3-enyl)-3,6-dimethyl-6aH-cyclopenta[c]furan-1,4-dione
• InChI: InChI=1S/C17H24O5/c1-11(7-5-9-18)6-4-8-16(3)17(21)13(19)10-12(2)14(17)15(20)22-16/h6,10,14,18,21H,4-5,7-9H2,1-3H3
• InChI Key: JJJPJGVQMLYESL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.16237386 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9722	97.22%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7351	73.51%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8363	83.63%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5347	53.47%
BSEP inhibitior	-	0.5115	51.15%
P-glycoprotein inhibitior	-	0.8748	87.48%
P-glycoprotein substrate	-	0.5904	59.04%
CYP3A4 substrate	+	0.6237	62.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9056	90.56%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8382	83.82%
CYP2C19 inhibition	-	0.8981	89.81%
CYP2D6 inhibition	-	0.9559	95.59%
CYP1A2 inhibition	-	0.7545	75.45%
CYP2C8 inhibition	-	0.6477	64.77%
CYP inhibitory promiscuity	-	0.9566	95.66%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4777	47.77%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8433	84.33%
Skin irritation	+	0.6412	64.12%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.6191	61.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.6535	65.35%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5287	52.87%
skin sensitisation	-	0.9278	92.78%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5317	53.17%
Acute Oral Toxicity (c)	III	0.5012	50.12%
Estrogen receptor binding	+	0.6412	64.12%
Androgen receptor binding	+	0.6863	68.63%
Thyroid receptor binding	+	0.6147	61.47%
Glucocorticoid receptor binding	+	0.7172	71.72%
Aromatase binding	-	0.5309	53.09%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8949	89.49%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9426	94.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.15%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.92%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.65%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.17%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	85.56%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.16%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.75%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.42%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.36%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.21%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.20%	96.90%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.17%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162966928
• LOTUS: LTS0185699
• wikiData: Q105129692