(3aR,4R,8aR)-4-acetyl-5,5,8a-trimethyl-3,3a,4,6,7,8-hexahydro-1H-azulen-2-one

Details

• Internal ID: 45e7feac-83cd-402e-afeb-f7988385e5a3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones
• IUPAC Name: (3aR,4R,8aR)-4-acetyl-5,5,8a-trimethyl-3,3a,4,6,7,8-hexahydro-1H-azulen-2-one
• SMILES (Canonical): CC(=O)C1C2CC(=O)CC2(CCCC1(C)C)C
• SMILES (Isomeric): CC(=O)[C@@H]1[C@H]2CC(=O)C[C@]2(CCCC1(C)C)C
• InChI: InChI=1S/C15H24O2/c1-10(16)13-12-8-11(17)9-15(12,4)7-5-6-14(13,2)3/h12-13H,5-9H2,1-4H3/t12-,13-,15-/m1/s1
• InChI Key: MMKGCZLPPJRCFV-UMVBOHGHSA-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): 34.10 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.39
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.7998	79.98%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6192	61.92%
OATP2B1 inhibitior	-	0.8473	84.73%
OATP1B1 inhibitior	+	0.8640	86.40%
OATP1B3 inhibitior	+	0.9696	96.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9144	91.44%
P-glycoprotein inhibitior	-	0.8753	87.53%
P-glycoprotein substrate	-	0.9344	93.44%
CYP3A4 substrate	+	0.5714	57.14%
CYP2C9 substrate	-	0.7813	78.13%
CYP2D6 substrate	-	0.7531	75.31%
CYP3A4 inhibition	-	0.9404	94.04%
CYP2C9 inhibition	-	0.8658	86.58%
CYP2C19 inhibition	-	0.8950	89.50%
CYP2D6 inhibition	-	0.9588	95.88%
CYP1A2 inhibition	-	0.8107	81.07%
CYP2C8 inhibition	-	0.8976	89.76%
CYP inhibitory promiscuity	-	0.9827	98.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6528	65.28%
Eye corrosion	-	0.9075	90.75%
Eye irritation	+	0.7681	76.81%
Skin irritation	+	0.6021	60.21%
Skin corrosion	-	0.8734	87.34%
Ames mutagenesis	-	0.6923	69.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5666	56.66%
skin sensitisation	+	0.7636	76.36%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.4771	47.71%
Acute Oral Toxicity (c)	III	0.6159	61.59%
Estrogen receptor binding	-	0.7315	73.15%
Androgen receptor binding	-	0.5796	57.96%
Thyroid receptor binding	-	0.7820	78.20%
Glucocorticoid receptor binding	-	0.7211	72.11%
Aromatase binding	-	0.6672	66.72%
PPAR gamma	-	0.8837	88.37%
Honey bee toxicity	-	0.8922	89.22%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9221	92.21%

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	94.58%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.06%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.97%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.21%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.90%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.03%	99.23%
CHEMBL1902	P62942	FK506-binding protein 1A	80.78%	97.05%

Plants that contains it

• Artemisia filifolia

Cross-Links

• PubChem: 162964700
• LOTUS: LTS0116121
• wikiData: Q105167830