16-(2-Hydroperoxypropan-2-yl)-5,9-dimethyl-13,14-dioxatetracyclo[10.2.2.01,10.04,9]hexadec-15-ene-5-carboxylic acid

Details

• Internal ID: 282de74a-f783-478e-a8b2-ea1f29fe098f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 16-(2-hydroperoxypropan-2-yl)-5,9-dimethyl-13,14-dioxatetracyclo[10.2.2.01,10.04,9]hexadec-15-ene-5-carboxylic acid
• InChI: InChI=1S/C20H30O6/c1-17(2,25-23)12-11-20-9-6-14-18(3,15(20)10-13(12)24-26-20)7-5-8-19(14,4)16(21)22/h11,13-15,23H,5-10H2,1-4H3,(H,21,22)
• InChI Key: HAPYGVXWHYQMIJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₆
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.20423867 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.96
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 7501-47-5
• DTXSID30331298
• NSC-406627

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9458	94.58%
Caco-2	+	0.6967	69.67%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6665	66.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8350	83.50%
OATP1B3 inhibitior	+	0.8441	84.41%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	+	0.8253	82.53%
P-glycoprotein inhibitior	-	0.7442	74.42%
P-glycoprotein substrate	-	0.7642	76.42%
CYP3A4 substrate	+	0.6463	64.63%
CYP2C9 substrate	-	0.6023	60.23%
CYP2D6 substrate	-	0.8498	84.98%
CYP3A4 inhibition	-	0.8409	84.09%
CYP2C9 inhibition	-	0.7287	72.87%
CYP2C19 inhibition	-	0.7514	75.14%
CYP2D6 inhibition	-	0.9097	90.97%
CYP1A2 inhibition	-	0.6789	67.89%
CYP2C8 inhibition	-	0.5673	56.73%
CYP inhibitory promiscuity	-	0.8122	81.22%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6199	61.99%
Eye corrosion	-	0.9767	97.67%
Eye irritation	-	0.9325	93.25%
Skin irritation	-	0.6919	69.19%
Skin corrosion	-	0.9260	92.60%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6301	63.01%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6558	65.58%
skin sensitisation	-	0.6863	68.63%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6079	60.79%
Acute Oral Toxicity (c)	III	0.5013	50.13%
Estrogen receptor binding	+	0.8358	83.58%
Androgen receptor binding	+	0.6055	60.55%
Thyroid receptor binding	+	0.7216	72.16%
Glucocorticoid receptor binding	+	0.8432	84.32%
Aromatase binding	+	0.7751	77.51%
PPAR gamma	+	0.6158	61.58%
Honey bee toxicity	-	0.8934	89.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9860	98.60%

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	98.91%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.74%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.91%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.56%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.22%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.13%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.38%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.30%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.89%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.52%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.23%	100.00%

Plants that contains it

• Juniperus thurifera

Cross-Links

• PubChem: 437007
• LOTUS: LTS0138760
• wikiData: Q82096393