(1R,2E,6R,8R,10E,12S)-12-hydroperoxy-3,8,12,16-tetramethyl-7,18-dioxatricyclo[13.3.0.06,8]octadeca-2,10,15-trien-17-one

Details

• Internal ID: c021aaac-d712-4df5-9534-e90c25e63348
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1R,2E,6R,8R,10E,12S)-12-hydroperoxy-3,8,12,16-tetramethyl-7,18-dioxatricyclo[13.3.0.06,8]octadeca-2,10,15-trien-17-one
• InChI: InChI=1S/C20H28O5/c1-13-6-7-17-20(4,24-17)10-5-9-19(3,25-22)11-8-15-14(2)18(21)23-16(15)12-13/h5,9,12,16-17,22H,6-8,10-11H2,1-4H3/b9-5+,13-12+/t16-,17-,19-,20-/m1/s1
• InChI Key: PTKZNZZJRAMCOQ-LNDOVTFYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 68.30 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9792	97.92%
Caco-2	+	0.7382	73.82%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7090	70.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8898	88.98%
OATP1B3 inhibitior	+	0.8966	89.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	+	0.9650	96.50%
P-glycoprotein inhibitior	-	0.5674	56.74%
P-glycoprotein substrate	-	0.7467	74.67%
CYP3A4 substrate	+	0.6793	67.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8651	86.51%
CYP3A4 inhibition	-	0.7161	71.61%
CYP2C9 inhibition	-	0.7259	72.59%
CYP2C19 inhibition	-	0.7499	74.99%
CYP2D6 inhibition	-	0.9185	91.85%
CYP1A2 inhibition	+	0.6307	63.07%
CYP2C8 inhibition	-	0.6953	69.53%
CYP inhibitory promiscuity	-	0.8724	87.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5296	52.96%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.9514	95.14%
Skin irritation	-	0.5701	57.01%
Skin corrosion	-	0.9019	90.19%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4525	45.25%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7754	77.54%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5008	50.08%
Estrogen receptor binding	+	0.7258	72.58%
Androgen receptor binding	+	0.5250	52.50%
Thyroid receptor binding	+	0.6450	64.50%
Glucocorticoid receptor binding	+	0.8177	81.77%
Aromatase binding	+	0.7438	74.38%
PPAR gamma	+	0.7560	75.60%
Honey bee toxicity	-	0.8391	83.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9839	98.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.29%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.99%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.41%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.33%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.92%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.38%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.42%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.94%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.49%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.00%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.64%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.87%	97.25%
CHEMBL2581	P07339	Cathepsin D	81.27%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162880616
• LOTUS: LTS0087824
• wikiData: Q105214702