(4S,4aR,8aS)-3,4a,8,8-tetramethyl-4-(3-oxobutyl)-5,6,7,8a-tetrahydro-4H-naphthalen-1-one

Details

• Internal ID: 2b73b717-971a-4f63-9336-a3a07e7b47e9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4S,4aR,8aS)-3,4a,8,8-tetramethyl-4-(3-oxobutyl)-5,6,7,8a-tetrahydro-4H-naphthalen-1-one
• SMILES (Canonical): CC1=CC(=O)C2C(CCCC2(C1CCC(=O)C)C)(C)C
• SMILES (Isomeric): CC1=CC(=O)[C@@H]2[C@@]([C@H]1CCC(=O)C)(CCCC2(C)C)C
• InChI: InChI=1S/C18H28O2/c1-12-11-15(20)16-17(3,4)9-6-10-18(16,5)14(12)8-7-13(2)19/h11,14,16H,6-10H2,1-5H3/t14-,16-,18+/m0/s1
• InChI Key: NDTDEVRGTYZRRA-QILLFSRXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₂
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.208930132 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.33
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

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	+	0.7725	77.25%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7270	72.70%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.7955	79.55%
OATP1B3 inhibitior	+	0.9074	90.74%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8142	81.42%
P-glycoprotein inhibitior	-	0.8362	83.62%
P-glycoprotein substrate	-	0.8423	84.23%
CYP3A4 substrate	+	0.5766	57.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.7988	79.88%
CYP2C9 inhibition	-	0.8409	84.09%
CYP2C19 inhibition	-	0.6178	61.78%
CYP2D6 inhibition	-	0.9577	95.77%
CYP1A2 inhibition	-	0.8751	87.51%
CYP2C8 inhibition	-	0.8217	82.17%
CYP inhibitory promiscuity	-	0.6935	69.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5686	56.86%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.7006	70.06%
Skin irritation	-	0.5176	51.76%
Skin corrosion	-	0.9734	97.34%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4622	46.22%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5483	54.83%
skin sensitisation	+	0.8000	80.00%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6983	69.83%
Acute Oral Toxicity (c)	III	0.7903	79.03%
Estrogen receptor binding	+	0.5740	57.40%
Androgen receptor binding	-	0.5846	58.46%
Thyroid receptor binding	-	0.5347	53.47%
Glucocorticoid receptor binding	-	0.5269	52.69%
Aromatase binding	-	0.8132	81.32%
PPAR gamma	-	0.5803	58.03%
Honey bee toxicity	-	0.9396	93.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	96.17%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.94%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.56%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.36%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.26%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.80%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.61%	82.69%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.58%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.09%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.78%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.49%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	80.95%	92.50%

Plants that contains it

• Haplopappus parvifolius

Cross-Links

• PubChem: 13392640
• LOTUS: LTS0212790
• wikiData: Q105177709