methyl 5-(2,5,5,8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl)-3-formylpent-2-enoate

Details

• Internal ID: a71ab0b2-36a3-4b28-bdbe-20b06ab173e5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 5-(2,5,5,8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl)-3-formylpent-2-enoate
• SMILES (Canonical): CC1=CC(=O)C2C(CCCC2(C1CCC(=CC(=O)OC)C=O)C)(C)C
• SMILES (Isomeric): CC1=CC(=O)C2C(CCCC2(C1CCC(=CC(=O)OC)C=O)C)(C)C
• InChI: InChI=1S/C21H30O4/c1-14-11-17(23)19-20(2,3)9-6-10-21(19,4)16(14)8-7-15(13-22)12-18(24)25-5/h11-13,16,19H,6-10H2,1-5H3
• InChI Key: QEMRWXIMBVUYBG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₄
• Molecular Weight: 346.50 g/mol
• Exact Mass: 346.21440943 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.04
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.6471	64.71%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8293	82.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7399	73.99%
OATP1B3 inhibitior	+	0.8228	82.28%
MATE1 inhibitior	+	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7601	76.01%
P-glycoprotein inhibitior	+	0.6287	62.87%
P-glycoprotein substrate	-	0.6665	66.65%
CYP3A4 substrate	+	0.6493	64.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9020	90.20%
CYP3A4 inhibition	-	0.7389	73.89%
CYP2C9 inhibition	-	0.7429	74.29%
CYP2C19 inhibition	-	0.7982	79.82%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.8786	87.86%
CYP2C8 inhibition	-	0.5946	59.46%
CYP inhibitory promiscuity	-	0.7396	73.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8863	88.63%
Carcinogenicity (trinary)	Non-required	0.6586	65.86%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8719	87.19%
Skin irritation	-	0.6452	64.52%
Skin corrosion	-	0.9845	98.45%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8602	86.02%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5039	50.39%
skin sensitisation	-	0.6034	60.34%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7314	73.14%
Acute Oral Toxicity (c)	III	0.8354	83.54%
Estrogen receptor binding	+	0.7792	77.92%
Androgen receptor binding	+	0.5828	58.28%
Thyroid receptor binding	+	0.6353	63.53%
Glucocorticoid receptor binding	+	0.5372	53.72%
Aromatase binding	-	0.5411	54.11%
PPAR gamma	-	0.4928	49.28%
Honey bee toxicity	-	0.8940	89.40%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.40%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.94%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.03%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.38%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.96%	95.56%
CHEMBL1871	P10275	Androgen Receptor	85.75%	96.43%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.45%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.73%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.17%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.16%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.87%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.58%	100.00%

Plants that contains it

• Acritopappus confertus

Cross-Links

• PubChem: 163075421
• LOTUS: LTS0203503
• wikiData: Q105219298