8a-Hydroxy-3,8-dimethyl-5-propan-2-yl-1,3a,5,6,7,8-hexahydroazulen-4-one

Details

• Internal ID: f25036c4-3baf-455f-9cf7-3e021836dfa4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: 8a-hydroxy-3,8-dimethyl-5-propan-2-yl-1,3a,5,6,7,8-hexahydroazulen-4-one
• SMILES (Canonical): CC1CCC(C(=O)C2C1(CC=C2C)O)C(C)C
• SMILES (Isomeric): CC1CCC(C(=O)C2C1(CC=C2C)O)C(C)C
• InChI: InChI=1S/C15H24O2/c1-9(2)12-6-5-11(4)15(17)8-7-10(3)13(15)14(12)16/h7,9,11-13,17H,5-6,8H2,1-4H3
• InChI Key: AOLHQRLQINUETQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 2
• 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	+	0.9973	99.73%
Caco-2	+	0.7991	79.91%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5741	57.41%
OATP2B1 inhibitior	-	0.8465	84.65%
OATP1B1 inhibitior	+	0.9540	95.40%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.7991	79.91%
P-glycoprotein inhibitior	-	0.9095	90.95%
P-glycoprotein substrate	-	0.7327	73.27%
CYP3A4 substrate	-	0.5055	50.55%
CYP2C9 substrate	-	0.8245	82.45%
CYP2D6 substrate	-	0.7981	79.81%
CYP3A4 inhibition	-	0.8995	89.95%
CYP2C9 inhibition	-	0.7079	70.79%
CYP2C19 inhibition	-	0.6591	65.91%
CYP2D6 inhibition	-	0.9536	95.36%
CYP1A2 inhibition	-	0.5882	58.82%
CYP2C8 inhibition	-	0.9734	97.34%
CYP inhibitory promiscuity	-	0.9196	91.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4903	49.03%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.8453	84.53%
Skin irritation	+	0.6883	68.83%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	+	0.5030	50.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.5341	53.41%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.5649	56.49%
skin sensitisation	+	0.4772	47.72%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7107	71.07%
Acute Oral Toxicity (c)	III	0.4853	48.53%
Estrogen receptor binding	-	0.7381	73.81%
Androgen receptor binding	-	0.4945	49.45%
Thyroid receptor binding	-	0.6020	60.20%
Glucocorticoid receptor binding	-	0.7026	70.26%
Aromatase binding	-	0.8868	88.68%
PPAR gamma	-	0.7666	76.66%
Honey bee toxicity	-	0.9147	91.47%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9577	95.77%

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	96.31%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.75%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.48%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.85%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.52%	96.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.01%	100.00%
CHEMBL1871	P10275	Androgen Receptor	83.61%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.57%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.54%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.45%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.60%	93.03%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.93%	86.00%
CHEMBL4208	P20618	Proteasome component C5	80.11%	90.00%

Plants that contains it

• Porella swartziana

Cross-Links

• PubChem: 162853032
• LOTUS: LTS0014855
• wikiData: Q104915764