6-(2-Hydroperoxypropan-2-yl)-9-methyl-1,3,13-tris(3-methylbut-2-enyl)-10-(2-methylpropanoyl)-5-oxatricyclo[7.2.2.04,10]tridec-3-ene-2,11-dione

Details

• Internal ID: d9cf2e8e-6720-4523-8f7b-ee6f517e76a5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids
• IUPAC Name: 6-(2-hydroperoxypropan-2-yl)-9-methyl-1,3,13-tris(3-methylbut-2-enyl)-10-(2-methylpropanoyl)-5-oxatricyclo[7.2.2.04,10]tridec-3-ene-2,11-dione
• SMILES (Canonical): CC(C)C(=O)C12C3=C(C(=O)C(C1=O)(CC(C2(CCC(O3)C(C)(C)OO)C)CC=C(C)C)CC=C(C)C)CC=C(C)C
• SMILES (Isomeric): CC(C)C(=O)C12C3=C(C(=O)C(C1=O)(CC(C2(CCC(O3)C(C)(C)OO)C)CC=C(C)C)CC=C(C)C)CC=C(C)C
• InChI: InChI=1S/C35H52O6/c1-21(2)12-14-25-20-34(19-16-23(5)6)29(37)26(15-13-22(3)4)30-35(31(34)38,28(36)24(7)8)33(25,11)18-17-27(40-30)32(9,10)41-39/h12-13,16,24-25,27,39H,14-15,17-20H2,1-11H3
• InChI Key: AYHYQFKEDXRTML-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₂O₆
• Molecular Weight: 568.80 g/mol
• Exact Mass: 568.37638937 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 8.00
• Atomic LogP (AlogP): 8.13
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9775	97.75%
Caco-2	-	0.6019	60.19%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6837	68.37%
OATP2B1 inhibitior	-	0.8509	85.09%
OATP1B1 inhibitior	+	0.8681	86.81%
OATP1B3 inhibitior	+	0.8721	87.21%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6064	60.64%
BSEP inhibitior	+	0.9607	96.07%
P-glycoprotein inhibitior	+	0.6818	68.18%
P-glycoprotein substrate	-	0.5269	52.69%
CYP3A4 substrate	+	0.6865	68.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8520	85.20%
CYP3A4 inhibition	-	0.7024	70.24%
CYP2C9 inhibition	-	0.7709	77.09%
CYP2C19 inhibition	-	0.7891	78.91%
CYP2D6 inhibition	-	0.9268	92.68%
CYP1A2 inhibition	-	0.6196	61.96%
CYP2C8 inhibition	-	0.6181	61.81%
CYP inhibitory promiscuity	-	0.8287	82.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8543	85.43%
Carcinogenicity (trinary)	Non-required	0.6427	64.27%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9062	90.62%
Skin irritation	-	0.5450	54.50%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	-	0.5031	50.31%
Human Ether-a-go-go-Related Gene inhibition	-	0.6014	60.14%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6092	60.92%
skin sensitisation	-	0.7731	77.31%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7606	76.06%
Acute Oral Toxicity (c)	III	0.5789	57.89%
Estrogen receptor binding	+	0.7400	74.00%
Androgen receptor binding	+	0.6667	66.67%
Thyroid receptor binding	+	0.6032	60.32%
Glucocorticoid receptor binding	+	0.7545	75.45%
Aromatase binding	+	0.7253	72.53%
PPAR gamma	+	0.6969	69.69%
Honey bee toxicity	-	0.7833	78.33%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9926	99.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.93%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.19%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.99%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.40%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.87%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	90.18%	94.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.81%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.46%	92.62%
CHEMBL240	Q12809	HERG	89.31%	89.76%
CHEMBL3401	O75469	Pregnane X receptor	88.02%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.37%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.69%	95.71%
CHEMBL2581	P07339	Cathepsin D	86.51%	98.95%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.28%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.10%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.43%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.32%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.74%	93.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.15%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.13%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.94%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.72%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.62%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.57%	91.19%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.01%	97.28%

Plants that contains it

• Hypericum perforatum

Cross-Links

• PubChem: 162912284
• LOTUS: LTS0106491
• wikiData: Q104921117