methyl (4aS,5R,6S,8aR)-3,4a-dimethyl-6-(2-methylprop-2-enoyloxy)-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-5-carboxylate

Details

• Internal ID: 2bd6c6a1-d611-497a-974f-cf3e3a9e7003
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: methyl (4aS,5R,6S,8aR)-3,4a-dimethyl-6-(2-methylprop-2-enoyloxy)-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-5-carboxylate
• InChI: InChI=1S/C20H26O5/c1-11(2)18(21)25-15-7-6-13-8-16-14(12(3)10-24-16)9-20(13,4)17(15)19(22)23-5/h10,13,15,17H,1,6-9H2,2-5H3/t13-,15+,17-,20+/m1/s1
• InChI Key: JPADKMRYWFMXNT-WNJKXWAASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 65.70 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 5
• 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	+	0.9945	99.45%
Caco-2	+	0.7675	76.75%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6902	69.02%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.8941	89.41%
OATP1B3 inhibitior	+	0.8259	82.59%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7900	79.00%
P-glycoprotein inhibitior	-	0.5257	52.57%
P-glycoprotein substrate	-	0.6923	69.23%
CYP3A4 substrate	+	0.6880	68.80%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8655	86.55%
CYP3A4 inhibition	-	0.5112	51.12%
CYP2C9 inhibition	-	0.8057	80.57%
CYP2C19 inhibition	-	0.6691	66.91%
CYP2D6 inhibition	-	0.9532	95.32%
CYP1A2 inhibition	+	0.6453	64.53%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.7349	73.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6194	61.94%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8877	88.77%
Skin irritation	-	0.6599	65.99%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7582	75.82%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8015	80.15%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5687	56.87%
Acute Oral Toxicity (c)	III	0.2963	29.63%
Estrogen receptor binding	+	0.6194	61.94%
Androgen receptor binding	+	0.6716	67.16%
Thyroid receptor binding	+	0.5593	55.93%
Glucocorticoid receptor binding	+	0.6505	65.05%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6713	67.13%
Honey bee toxicity	-	0.6800	68.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
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	98.48%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.71%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.46%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	88.76%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.46%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.88%	95.56%
CHEMBL2581	P07339	Cathepsin D	82.57%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.48%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.16%	99.23%

Plants that contains it

• Othonna coronopifolia

Cross-Links

• PubChem: 163083666
• LOTUS: LTS0269654
• wikiData: Q105308529