(4aR,7R,8aS)-4a-methyl-4-oxo-7-propan-2-yl-3,5,6,7,8,8a-hexahydronaphthalene-1-carbaldehyde

Details

• Internal ID: 226162dc-059c-417f-a096-66e303f5309b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (4aR,7R,8aS)-4a-methyl-4-oxo-7-propan-2-yl-3,5,6,7,8,8a-hexahydronaphthalene-1-carbaldehyde
• SMILES (Canonical): CC(C)C1CCC2(C(C1)C(=CCC2=O)C=O)C
• SMILES (Isomeric): CC(C)[C@@H]1CC[C@@]2([C@@H](C1)C(=CCC2=O)C=O)C
• InChI: InChI=1S/C15H22O2/c1-10(2)11-6-7-15(3)13(8-11)12(9-16)4-5-14(15)17/h4,9-11,13H,5-8H2,1-3H3/t11-,13+,15-/m1/s1
• InChI Key: OTCJRUMMBHXDRS-OSAQELSMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

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	+	0.7380	73.80%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7350	73.50%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.8971	89.71%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.7566	75.66%
P-glycoprotein inhibitior	-	0.9561	95.61%
P-glycoprotein substrate	-	0.8437	84.37%
CYP3A4 substrate	+	0.5377	53.77%
CYP2C9 substrate	-	0.8329	83.29%
CYP2D6 substrate	-	0.8689	86.89%
CYP3A4 inhibition	-	0.7930	79.30%
CYP2C9 inhibition	-	0.8488	84.88%
CYP2C19 inhibition	-	0.5510	55.10%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.8831	88.31%
CYP2C8 inhibition	-	0.9373	93.73%
CYP inhibitory promiscuity	-	0.8204	82.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5192	51.92%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.7880	78.80%
Skin irritation	+	0.5447	54.47%
Skin corrosion	-	0.9755	97.55%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5898	58.98%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6430	64.30%
skin sensitisation	+	0.8210	82.10%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5440	54.40%
Acute Oral Toxicity (c)	III	0.7037	70.37%
Estrogen receptor binding	-	0.9330	93.30%
Androgen receptor binding	-	0.6029	60.29%
Thyroid receptor binding	-	0.6540	65.40%
Glucocorticoid receptor binding	-	0.6397	63.97%
Aromatase binding	-	0.7975	79.75%
PPAR gamma	-	0.6124	61.24%
Honey bee toxicity	-	0.7860	78.60%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9919	99.19%

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	95.43%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.43%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.35%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.82%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.45%	82.69%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	88.09%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.00%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.24%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.01%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.37%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.38%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.21%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.35%	90.71%

Plants that contains it

• Jacobaea cannabifolia

Cross-Links

• PubChem: 162908835
• LOTUS: LTS0045811
• wikiData: Q105199487