[(1R,4aR,7R,8S,8aS)-8-hydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-yl] acetate

Details

• Internal ID: 4ae62b66-2089-493b-842a-4aa9f32549fb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: [(1R,4aR,7R,8S,8aS)-8-hydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-yl] acetate
• InChI: InChI=1S/C17H30O4/c1-11(18)21-17(5)9-6-8-16(4)10-7-12(15(2,3)20)13(19)14(16)17/h12-14,19-20H,6-10H2,1-5H3/t12-,13+,14-,16-,17-/m1/s1
• InChI Key: YUMLFEDZZCOBGJ-AEKWLRTRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₃₀O₄
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.21440943 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9669	96.69%
Caco-2	+	0.7393	73.93%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8327	83.27%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9306	93.06%
OATP1B3 inhibitior	+	0.8780	87.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8571	85.71%
BSEP inhibitior	-	0.7789	77.89%
P-glycoprotein inhibitior	-	0.8258	82.58%
P-glycoprotein substrate	-	0.8676	86.76%
CYP3A4 substrate	+	0.6015	60.15%
CYP2C9 substrate	-	0.8254	82.54%
CYP2D6 substrate	-	0.8496	84.96%
CYP3A4 inhibition	-	0.7729	77.29%
CYP2C9 inhibition	-	0.7139	71.39%
CYP2C19 inhibition	-	0.8631	86.31%
CYP2D6 inhibition	-	0.9656	96.56%
CYP1A2 inhibition	-	0.6725	67.25%
CYP2C8 inhibition	-	0.7565	75.65%
CYP inhibitory promiscuity	-	0.9508	95.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6868	68.68%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9191	91.91%
Skin irritation	+	0.5080	50.80%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6155	61.55%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7455	74.55%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6807	68.07%
Acute Oral Toxicity (c)	III	0.5744	57.44%
Estrogen receptor binding	+	0.7100	71.00%
Androgen receptor binding	-	0.5760	57.60%
Thyroid receptor binding	+	0.6569	65.69%
Glucocorticoid receptor binding	+	0.6850	68.50%
Aromatase binding	-	0.5950	59.50%
PPAR gamma	-	0.6842	68.42%
Honey bee toxicity	-	0.8165	81.65%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	97.14%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.95%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.74%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.47%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.25%	93.04%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.30%	92.94%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.47%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.28%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.82%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.59%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.82%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.23%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.98%	82.69%

Plants that contains it

• Dysphania botrys

Cross-Links

• PubChem: 162943923
• LOTUS: LTS0072454
• wikiData: Q105211703