[(1S,2S,4R,8S,10S,11R,13R,15S)-11-hydroxy-15-methyl-6-azapentacyclo[8.6.0.01,6.02,13.04,10]hexadecan-8-yl] acetate

Details

• Internal ID: 0ada1e75-244e-4701-80a6-db433b11acef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,2S,4R,8S,10S,11R,13R,15S)-11-hydroxy-15-methyl-6-azapentacyclo[8.6.0.01,6.02,13.04,10]hexadecan-8-yl] acetate
• InChI: InChI=1S/C18H27NO3/c1-10-3-12-4-16(21)17-7-14(22-11(2)20)9-19-8-13(17)5-15(12)18(17,19)6-10/h10,12-16,21H,3-9H2,1-2H3/t10-,12+,13-,14-,15-,16+,17+,18-/m0/s1
• InChI Key: UMECUHOOAMGLMM-IVAQMKPYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₇NO₃
• Molecular Weight: 305.40 g/mol
• Exact Mass: 305.19909372 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 4
• 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	+	0.9400	94.00%
Caco-2	+	0.5855	58.55%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.6034	60.34%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9440	94.40%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7315	73.15%
P-glycoprotein inhibitior	-	0.9311	93.11%
P-glycoprotein substrate	-	0.6596	65.96%
CYP3A4 substrate	+	0.6673	66.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3490	34.90%
CYP3A4 inhibition	-	0.7624	76.24%
CYP2C9 inhibition	-	0.8940	89.40%
CYP2C19 inhibition	-	0.8565	85.65%
CYP2D6 inhibition	-	0.7482	74.82%
CYP1A2 inhibition	-	0.8888	88.88%
CYP2C8 inhibition	-	0.8866	88.66%
CYP inhibitory promiscuity	-	0.9339	93.39%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6040	60.40%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9680	96.80%
Skin irritation	-	0.7801	78.01%
Skin corrosion	-	0.9087	90.87%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3852	38.52%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8463	84.63%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5502	55.02%
Acute Oral Toxicity (c)	III	0.6369	63.69%
Estrogen receptor binding	+	0.6849	68.49%
Androgen receptor binding	+	0.7050	70.50%
Thyroid receptor binding	+	0.6552	65.52%
Glucocorticoid receptor binding	+	0.7124	71.24%
Aromatase binding	+	0.5752	57.52%
PPAR gamma	-	0.4890	48.90%
Honey bee toxicity	-	0.6582	65.82%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	-	0.5642	56.42%

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	98.31%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.08%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	93.72%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	92.92%	83.82%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.49%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.79%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.94%	94.45%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.76%	95.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.89%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.94%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.50%	95.58%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.02%	97.53%

Plants that contains it

• Lycopodiella alopecuroides

Cross-Links

• PubChem: 162940160
• LOTUS: LTS0028951
• wikiData: Q105275508