[2-(3a,8-Dimethyl-3-oxo-1,2,4,5,6,7,8,8a-octahydroazulen-5-yl)-2-hydroxypropyl] acetate

Details

• Internal ID: 3b8fa9e1-dba8-49b7-b1b3-4265b858c3bc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Pseudoguaianes
• IUPAC Name: [2-(3a,8-dimethyl-3-oxo-1,2,4,5,6,7,8,8a-octahydroazulen-5-yl)-2-hydroxypropyl] acetate
• SMILES (Canonical): CC1CCC(CC2(C1CCC2=O)C)C(C)(COC(=O)C)O
• SMILES (Isomeric): CC1CCC(CC2(C1CCC2=O)C)C(C)(COC(=O)C)O
• InChI: InChI=1S/C17H28O4/c1-11-5-6-13(17(4,20)10-21-12(2)18)9-16(3)14(11)7-8-15(16)19/h11,13-14,20H,5-10H2,1-4H3
• InChI Key: OHIGSAHQWRYTQF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₄
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 4
• 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	+	0.9714	97.14%
Caco-2	+	0.7841	78.41%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8085	80.85%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9176	91.76%
OATP1B3 inhibitior	+	0.9585	95.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8114	81.14%
BSEP inhibitior	-	0.6926	69.26%
P-glycoprotein inhibitior	-	0.7902	79.02%
P-glycoprotein substrate	-	0.8217	82.17%
CYP3A4 substrate	+	0.6680	66.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8635	86.35%
CYP3A4 inhibition	-	0.8227	82.27%
CYP2C9 inhibition	-	0.8329	83.29%
CYP2C19 inhibition	-	0.8815	88.15%
CYP2D6 inhibition	-	0.9665	96.65%
CYP1A2 inhibition	-	0.8294	82.94%
CYP2C8 inhibition	+	0.4793	47.93%
CYP inhibitory promiscuity	-	0.9805	98.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7275	72.75%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.7393	73.93%
Skin irritation	-	0.5320	53.20%
Skin corrosion	-	0.9581	95.81%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5500	55.00%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6482	64.82%
skin sensitisation	-	0.8885	88.85%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6073	60.73%
Acute Oral Toxicity (c)	III	0.5399	53.99%
Estrogen receptor binding	+	0.6713	67.13%
Androgen receptor binding	-	0.5945	59.45%
Thyroid receptor binding	-	0.5489	54.89%
Glucocorticoid receptor binding	+	0.5968	59.68%
Aromatase binding	-	0.6918	69.18%
PPAR gamma	-	0.7439	74.39%
Honey bee toxicity	-	0.8707	87.07%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9541	95.41%

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	98.96%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.13%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.95%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.60%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.32%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.12%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.30%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.09%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.43%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.36%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	80.09%	97.79%

Plants that contains it

• Jungia stuebelii

Cross-Links

• PubChem: 162904836
• LOTUS: LTS0049121
• wikiData: Q105192096