[(1R,5S,6S,9R,10S)-5-methoxy-6-(methoxymethyl)-10-methyl-2-methylidene-7-oxo-10-bicyclo[7.2.0]undecanyl]methyl acetate

Details

• Internal ID: 08e5a7b0-7ffa-4362-bc93-d136ac13748d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,5S,6S,9R,10S)-5-methoxy-6-(methoxymethyl)-10-methyl-2-methylidene-7-oxo-10-bicyclo[7.2.0]undecanyl]methyl acetate
• InChI: InChI=1S/C19H30O5/c1-12-6-7-18(23-5)15(10-22-4)17(21)8-16-14(12)9-19(16,3)11-24-13(2)20/h14-16,18H,1,6-11H2,2-5H3/t14-,15+,16+,18-,19+/m0/s1
• InChI Key: UQPLMKIOBOFXFD-AFQPOQBFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.20932405 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9767	97.67%
Caco-2	+	0.5852	58.52%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7079	70.79%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8128	81.28%
OATP1B3 inhibitior	+	0.9027	90.27%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5607	56.07%
P-glycoprotein inhibitior	-	0.6058	60.58%
P-glycoprotein substrate	-	0.6803	68.03%
CYP3A4 substrate	+	0.6972	69.72%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.7375	73.75%
CYP2C9 inhibition	-	0.8897	88.97%
CYP2C19 inhibition	-	0.7714	77.14%
CYP2D6 inhibition	-	0.9420	94.20%
CYP1A2 inhibition	-	0.7463	74.63%
CYP2C8 inhibition	+	0.4461	44.61%
CYP inhibitory promiscuity	-	0.9752	97.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.5721	57.21%
Eye corrosion	-	0.9711	97.11%
Eye irritation	-	0.6033	60.33%
Skin irritation	-	0.6420	64.20%
Skin corrosion	-	0.9667	96.67%
Ames mutagenesis	-	0.7228	72.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.6721	67.21%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	-	0.7507	75.07%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5614	56.14%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.4693	46.93%
Acute Oral Toxicity (c)	III	0.6743	67.43%
Estrogen receptor binding	+	0.8440	84.40%
Androgen receptor binding	+	0.6472	64.72%
Thyroid receptor binding	-	0.5381	53.81%
Glucocorticoid receptor binding	+	0.7060	70.60%
Aromatase binding	+	0.5181	51.81%
PPAR gamma	-	0.5557	55.57%
Honey bee toxicity	-	0.7978	79.78%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9838	98.38%

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	98.25%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.29%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.29%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.18%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.16%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.79%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	87.31%	91.19%
CHEMBL2581	P07339	Cathepsin D	86.31%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.73%	94.33%
CHEMBL1902	P62942	FK506-binding protein 1A	84.60%	97.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.45%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.82%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.79%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.85%	93.04%
CHEMBL1871	P10275	Androgen Receptor	81.19%	96.43%

Plants that contains it

• Pulicaria dysenterica

Cross-Links

• PubChem: 162924544
• LOTUS: LTS0052854
• wikiData: Q105277383