[(8aS)-8a-methyl-3-propan-2-yl-2,4,5,8-tetrahydro-1H-azulen-6-yl]methyl 4-hydroxybenzoate

Details

• Internal ID: d57af321-ab4a-4189-8063-7093e090279b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(8aS)-8a-methyl-3-propan-2-yl-2,4,5,8-tetrahydro-1H-azulen-6-yl]methyl 4-hydroxybenzoate
• SMILES (Canonical): CC(C)C1=C2CCC(=CCC2(CC1)C)COC(=O)C3=CC=C(C=C3)O
• SMILES (Isomeric): CC(C)C1=C2CCC(=CC[C@@]2(CC1)C)COC(=O)C3=CC=C(C=C3)O
• InChI: InChI=1S/C22H28O3/c1-15(2)19-11-13-22(3)12-10-16(4-9-20(19)22)14-25-21(24)17-5-7-18(23)8-6-17/h5-8,10,15,23H,4,9,11-14H2,1-3H3/t22-/m1/s1
• InChI Key: OKXGQALERULNCC-JOCHJYFZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₃
• Molecular Weight: 340.50 g/mol
• Exact Mass: 340.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 5.41
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6107	61.07%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8128	81.28%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8603	86.03%
OATP1B3 inhibitior	+	0.8777	87.77%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6453	64.53%
P-glycoprotein inhibitior	-	0.5318	53.18%
P-glycoprotein substrate	-	0.7633	76.33%
CYP3A4 substrate	+	0.5713	57.13%
CYP2C9 substrate	-	0.8125	81.25%
CYP2D6 substrate	-	0.8143	81.43%
CYP3A4 inhibition	-	0.8417	84.17%
CYP2C9 inhibition	+	0.5592	55.92%
CYP2C19 inhibition	+	0.5064	50.64%
CYP2D6 inhibition	-	0.8381	83.81%
CYP1A2 inhibition	+	0.5121	51.21%
CYP2C8 inhibition	+	0.5166	51.66%
CYP inhibitory promiscuity	-	0.7199	71.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5563	55.63%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.7707	77.07%
Skin irritation	-	0.7182	71.82%
Skin corrosion	-	0.9754	97.54%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7441	74.41%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5425	54.25%
skin sensitisation	-	0.6266	62.66%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5774	57.74%
Acute Oral Toxicity (c)	III	0.6966	69.66%
Estrogen receptor binding	+	0.7419	74.19%
Androgen receptor binding	+	0.6834	68.34%
Thyroid receptor binding	+	0.6067	60.67%
Glucocorticoid receptor binding	+	0.5452	54.52%
Aromatase binding	+	0.6920	69.20%
PPAR gamma	+	0.5896	58.96%
Honey bee toxicity	-	0.8854	88.54%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.21%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.21%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.25%	98.95%
CHEMBL4208	P20618	Proteasome component C5	92.26%	90.00%
CHEMBL2996	Q05655	Protein kinase C delta	90.84%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.97%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.34%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.04%	91.07%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.94%	90.71%

Plants that contains it

• Ferula hermonis

Cross-Links

• PubChem: 162866884
• LOTUS: LTS0124606
• wikiData: Q105193811