ethyl 5-hydroxy-3a-methyl-1-propan-2-yl-2,3,4,5-tetrahydro-1H-azulene-6-carboxylate

Details

• Internal ID: e4f14bde-78f5-4bec-a6e5-f571a9e9b305
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: ethyl 5-hydroxy-3a-methyl-1-propan-2-yl-2,3,4,5-tetrahydro-1H-azulene-6-carboxylate
• SMILES (Canonical): CCOC(=O)C1=CC=C2C(CCC2(CC1O)C)C(C)C
• SMILES (Isomeric): CCOC(=O)C1=CC=C2C(CCC2(CC1O)C)C(C)C
• InChI: InChI=1S/C17H26O3/c1-5-20-16(19)13-6-7-14-12(11(2)3)8-9-17(14,4)10-15(13)18/h6-7,11-12,15,18H,5,8-10H2,1-4H3
• InChI Key: UXIJLUDEAGUDPB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.18819469 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.8752	87.52%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6978	69.78%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9117	91.17%
OATP1B3 inhibitior	+	0.9742	97.42%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7792	77.92%
P-glycoprotein inhibitior	-	0.8570	85.70%
P-glycoprotein substrate	-	0.7558	75.58%
CYP3A4 substrate	+	0.6272	62.72%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.8778	87.78%
CYP3A4 inhibition	-	0.9075	90.75%
CYP2C9 inhibition	-	0.6165	61.65%
CYP2C19 inhibition	-	0.7501	75.01%
CYP2D6 inhibition	-	0.9096	90.96%
CYP1A2 inhibition	-	0.7206	72.06%
CYP2C8 inhibition	-	0.8365	83.65%
CYP inhibitory promiscuity	-	0.8342	83.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5601	56.01%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8796	87.96%
Skin irritation	+	0.5676	56.76%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4564	45.64%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5213	52.13%
skin sensitisation	-	0.7321	73.21%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8460	84.60%
Acute Oral Toxicity (c)	III	0.5847	58.47%
Estrogen receptor binding	+	0.6222	62.22%
Androgen receptor binding	-	0.6263	62.63%
Thyroid receptor binding	+	0.5630	56.30%
Glucocorticoid receptor binding	+	0.5771	57.71%
Aromatase binding	+	0.5752	57.52%
PPAR gamma	-	0.5860	58.60%
Honey bee toxicity	-	0.8200	82.00%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.9885	98.85%

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	98.90%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.98%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.99%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.08%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.03%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.91%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.46%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.98%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.82%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.99%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.38%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.17%	96.95%

Plants that contains it

• Rosa rugosa

Cross-Links

• PubChem: 162987972
• LOTUS: LTS0125507
• wikiData: Q105280829