(E)-1-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-4-methoxybut-3-en-2-one

Details

• Internal ID: 5fcfc5a0-5206-4ca4-995b-fece358ae5fa
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Alpha,beta-unsaturated ketones > Enones
• IUPAC Name: (E)-1-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-4-methoxybut-3-en-2-one
• InChI: InChI=1S/C19H30O2/c1-14-7-8-17-18(2,3)10-6-11-19(17,4)16(14)13-15(20)9-12-21-5/h9,12,16-17H,1,6-8,10-11,13H2,2-5H3/b12-9+/t16-,17-,19+/m0/s1
• InChI Key: ICSZSHBHSGTAHU-UXJZIFKLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₂
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.224580195 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.90
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.8059	80.59%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4782	47.82%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8554	85.54%
OATP1B3 inhibitior	-	0.2323	23.23%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5946	59.46%
P-glycoprotein inhibitior	-	0.7429	74.29%
P-glycoprotein substrate	-	0.8943	89.43%
CYP3A4 substrate	+	0.6318	63.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.8017	80.17%
CYP2C9 inhibition	-	0.7174	71.74%
CYP2C19 inhibition	+	0.5340	53.40%
CYP2D6 inhibition	-	0.9539	95.39%
CYP1A2 inhibition	-	0.7017	70.17%
CYP2C8 inhibition	+	0.4840	48.40%
CYP inhibitory promiscuity	-	0.5790	57.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7520	75.20%
Carcinogenicity (trinary)	Non-required	0.5476	54.76%
Eye corrosion	-	0.9769	97.69%
Eye irritation	-	0.8081	80.81%
Skin irritation	-	0.6464	64.64%
Skin corrosion	-	0.9858	98.58%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7798	77.98%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7298	72.98%
skin sensitisation	+	0.5700	57.00%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.5688	56.88%
Acute Oral Toxicity (c)	III	0.7383	73.83%
Estrogen receptor binding	-	0.5466	54.66%
Androgen receptor binding	+	0.5364	53.64%
Thyroid receptor binding	-	0.5215	52.15%
Glucocorticoid receptor binding	+	0.6656	66.56%
Aromatase binding	+	0.5708	57.08%
PPAR gamma	+	0.5280	52.80%
Honey bee toxicity	-	0.8740	87.40%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9934	99.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.05%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.92%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.20%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.07%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.36%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.60%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.05%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.36%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.15%	97.09%
CHEMBL5028	O14672	ADAM10	82.96%	97.50%
CHEMBL1951	P21397	Monoamine oxidase A	81.87%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.45%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	80.90%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.11%	86.33%

Plants that contains it

• Chloranthus henryi

Cross-Links

• PubChem: 15984079
• LOTUS: LTS0144297
• wikiData: Q105111150