(1S,2R,3S,6R,7R,10E,14S,15S)-2-hydroxy-1,6,10,14-tetramethyl-4,18-dioxatricyclo[13.2.1.03,7]octadec-10-ene-5,8-dione

Details

• Internal ID: a1f5784f-d8c3-4182-bcfb-55a5f88ee502
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1S,2R,3S,6R,7R,10E,14S,15S)-2-hydroxy-1,6,10,14-tetramethyl-4,18-dioxatricyclo[13.2.1.03,7]octadec-10-ene-5,8-dione
• InChI: InChI=1S/C20H30O5/c1-11-6-5-7-12(2)15-8-9-20(4,25-15)18(22)17-16(14(21)10-11)13(3)19(23)24-17/h6,12-13,15-18,22H,5,7-10H2,1-4H3/b11-6+/t12-,13+,15-,16-,17-,18+,20-/m0/s1
• InChI Key: UWAIXFGHQNPRSB-MXYYEENHSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9764	97.64%
Caco-2	+	0.5855	58.55%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7454	74.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9189	91.89%
OATP1B3 inhibitior	+	0.8331	83.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6092	60.92%
BSEP inhibitior	-	0.6634	66.34%
P-glycoprotein inhibitior	-	0.6230	62.30%
P-glycoprotein substrate	-	0.7652	76.52%
CYP3A4 substrate	+	0.6255	62.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8457	84.57%
CYP3A4 inhibition	-	0.8227	82.27%
CYP2C9 inhibition	-	0.8623	86.23%
CYP2C19 inhibition	-	0.8430	84.30%
CYP2D6 inhibition	-	0.9624	96.24%
CYP1A2 inhibition	+	0.6239	62.39%
CYP2C8 inhibition	-	0.8016	80.16%
CYP inhibitory promiscuity	-	0.9741	97.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4474	44.74%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9391	93.91%
Skin irritation	+	0.6058	60.58%
Skin corrosion	-	0.8679	86.79%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4293	42.93%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5586	55.86%
skin sensitisation	-	0.8321	83.21%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5794	57.94%
Acute Oral Toxicity (c)	III	0.3590	35.90%
Estrogen receptor binding	+	0.6613	66.13%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5700	57.00%
Glucocorticoid receptor binding	+	0.7697	76.97%
Aromatase binding	-	0.7323	73.23%
PPAR gamma	-	0.5077	50.77%
Honey bee toxicity	-	0.8313	83.13%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9753	97.53%

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	95.63%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.52%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.54%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.39%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.18%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.88%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.26%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.71%	99.23%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.26%	86.00%
CHEMBL1871	P10275	Androgen Receptor	82.25%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.16%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.04%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.83%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.52%	96.77%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163080253
• LOTUS: LTS0144124
• wikiData: Q105280237