(7-Hydroperoxy-3,10-dimethyl-6-methylidene-2-oxo-3,3a,4,5,7,8,9,11a-octahydrocyclodeca[b]furan-5-yl) acetate

Details

• Internal ID: 9000c8fc-618b-4cba-b80f-cf75300f2fe9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (7-hydroperoxy-3,10-dimethyl-6-methylidene-2-oxo-3,3a,4,5,7,8,9,11a-octahydrocyclodeca[b]furan-5-yl) acetate
• SMILES (Canonical): CC1C2CC(C(=C)C(CCC(=CC2OC1=O)C)OO)OC(=O)C
• SMILES (Isomeric): CC1C2CC(C(=C)C(CCC(=CC2OC1=O)C)OO)OC(=O)C
• InChI: InChI=1S/C17H24O6/c1-9-5-6-14(23-20)11(3)15(21-12(4)18)8-13-10(2)17(19)22-16(13)7-9/h7,10,13-16,20H,3,5-6,8H2,1-2,4H3
• InChI Key: CEBJBFICGZLFAO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₆
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.15728848 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9677	96.77%
Caco-2	+	0.7168	71.68%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6132	61.32%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8856	88.56%
OATP1B3 inhibitior	+	0.8386	83.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	-	0.7560	75.60%
P-glycoprotein inhibitior	-	0.7148	71.48%
P-glycoprotein substrate	-	0.7423	74.23%
CYP3A4 substrate	+	0.6249	62.49%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8591	85.91%
CYP3A4 inhibition	-	0.7521	75.21%
CYP2C9 inhibition	-	0.7952	79.52%
CYP2C19 inhibition	-	0.7705	77.05%
CYP2D6 inhibition	-	0.9280	92.80%
CYP1A2 inhibition	+	0.6083	60.83%
CYP2C8 inhibition	-	0.7217	72.17%
CYP inhibitory promiscuity	-	0.9326	93.26%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6184	61.84%
Eye corrosion	-	0.9648	96.48%
Eye irritation	-	0.8903	89.03%
Skin irritation	-	0.6111	61.11%
Skin corrosion	-	0.8867	88.67%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5324	53.24%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6461	64.61%
skin sensitisation	-	0.7891	78.91%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5522	55.22%
Acute Oral Toxicity (c)	III	0.3877	38.77%
Estrogen receptor binding	+	0.7071	70.71%
Androgen receptor binding	-	0.4839	48.39%
Thyroid receptor binding	+	0.6122	61.22%
Glucocorticoid receptor binding	+	0.7486	74.86%
Aromatase binding	-	0.6258	62.58%
PPAR gamma	+	0.5368	53.68%
Honey bee toxicity	-	0.7730	77.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9867	98.67%

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	95.65%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.06%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.38%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.96%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.13%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	86.99%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.73%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.39%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.27%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.48%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.93%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	80.70%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.69%	97.25%

Plants that contains it

• Seriphidium fragrans

Cross-Links

• PubChem: 163085224
• LOTUS: LTS0020913
• wikiData: Q104955396