[(4aR,5R,6R,8aR)-3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-6-yl] 2-methylprop-2-enoate

Details

• Internal ID: c33fc5e3-de3c-41ac-984c-53086aa595b1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(4aR,5R,6R,8aR)-3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-6-yl] 2-methylprop-2-enoate
• InChI: InChI=1S/C19H24O4/c1-10(2)18(21)23-15-7-6-14-16(20)17-13(11(3)9-22-17)8-19(14,5)12(15)4/h9,12,14-15H,1,6-8H2,2-5H3/t12-,14-,15+,19+/m0/s1
• InChI Key: NNEXQDVWDRKBSK-JLMZAJLHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₄
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.16745924 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 4
• 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	+	0.9941	99.41%
Caco-2	+	0.7649	76.49%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7382	73.82%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8951	89.51%
OATP1B3 inhibitior	-	0.2702	27.02%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8212	82.12%
P-glycoprotein inhibitior	-	0.6400	64.00%
P-glycoprotein substrate	-	0.7812	78.12%
CYP3A4 substrate	+	0.6689	66.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8906	89.06%
CYP3A4 inhibition	+	0.5517	55.17%
CYP2C9 inhibition	-	0.8029	80.29%
CYP2C19 inhibition	-	0.5267	52.67%
CYP2D6 inhibition	-	0.9077	90.77%
CYP1A2 inhibition	+	0.6438	64.38%
CYP2C8 inhibition	-	0.7306	73.06%
CYP inhibitory promiscuity	-	0.6658	66.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5914	59.14%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.5915	59.15%
Skin corrosion	-	0.9356	93.56%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6557	65.57%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6336	63.36%
skin sensitisation	-	0.7852	78.52%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6823	68.23%
Acute Oral Toxicity (c)	III	0.4712	47.12%
Estrogen receptor binding	+	0.5813	58.13%
Androgen receptor binding	+	0.5777	57.77%
Thyroid receptor binding	+	0.5669	56.69%
Glucocorticoid receptor binding	+	0.6449	64.49%
Aromatase binding	-	0.6101	61.01%
PPAR gamma	+	0.6535	65.35%
Honey bee toxicity	-	0.8124	81.24%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
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	97.95%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.13%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.29%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.10%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.07%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.24%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.40%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.64%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.83%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.87%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.59%	91.07%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.47%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.02%	95.89%

Plants that contains it

• Euryops linifolius

Cross-Links

• PubChem: 162974369
• LOTUS: LTS0165343
• wikiData: Q105182099