4,4-Dimethyl-1,3-bis(3-methylbut-2-enyl)-5-(2-methylpropanoyl)-6-oxabicyclo[3.2.1]octane-7,8-dione

Details

• Internal ID: bd5b9eda-64e4-49e4-b3b0-d3468f963228
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4,4-dimethyl-1,3-bis(3-methylbut-2-enyl)-5-(2-methylpropanoyl)-6-oxabicyclo[3.2.1]octane-7,8-dione
• InChI: InChI=1S/C23H34O4/c1-14(2)9-10-17-13-22(12-11-15(3)4)19(25)23(21(17,7)8,27-20(22)26)18(24)16(5)6/h9,11,16-17H,10,12-13H2,1-8H3
• InChI Key: ZYGWHQBFRKQDQL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₄O₄
• Molecular Weight: 374.50 g/mol
• Exact Mass: 374.24570956 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 4.82
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.5785	57.85%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6672	66.72%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9193	91.93%
OATP1B3 inhibitior	+	0.9220	92.20%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8272	82.72%
P-glycoprotein inhibitior	-	0.6316	63.16%
P-glycoprotein substrate	-	0.7368	73.68%
CYP3A4 substrate	+	0.5767	57.67%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8676	86.76%
CYP3A4 inhibition	-	0.9457	94.57%
CYP2C9 inhibition	-	0.8960	89.60%
CYP2C19 inhibition	-	0.7820	78.20%
CYP2D6 inhibition	-	0.9442	94.42%
CYP1A2 inhibition	-	0.7902	79.02%
CYP2C8 inhibition	-	0.8971	89.71%
CYP inhibitory promiscuity	-	0.7920	79.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5738	57.38%
Eye corrosion	-	0.9541	95.41%
Eye irritation	-	0.8177	81.77%
Skin irritation	-	0.5636	56.36%
Skin corrosion	-	0.9013	90.13%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3955	39.55%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.6931	69.31%
skin sensitisation	-	0.5611	56.11%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.7936	79.36%
Acute Oral Toxicity (c)	III	0.5671	56.71%
Estrogen receptor binding	+	0.7818	78.18%
Androgen receptor binding	+	0.6192	61.92%
Thyroid receptor binding	+	0.6609	66.09%
Glucocorticoid receptor binding	+	0.5490	54.90%
Aromatase binding	+	0.5677	56.77%
PPAR gamma	+	0.6352	63.52%
Honey bee toxicity	-	0.8022	80.22%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9881	98.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.28%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.85%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.55%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.92%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.85%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.33%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.02%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.86%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	85.05%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.39%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.41%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	81.05%	91.19%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.40%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.09%	97.09%

Plants that contains it

• Garcinia subelliptica

Cross-Links

• PubChem: 73084544
• LOTUS: LTS0183480
• wikiData: Q105386145