[(4S,4aR,5S)-3,4a,5-trimethyl-8-oxo-4,5,6,7-tetrahydrobenzo[f][1]benzofuran-4-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: b137c44a-aa95-4c87-818a-a16b2d4f3944
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(4S,4aR,5S)-3,4a,5-trimethyl-8-oxo-4,5,6,7-tetrahydrobenzo[f][1]benzofuran-4-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H24O4/c1-6-11(2)19(22)24-18-17-12(3)10-23-16(17)9-14-15(21)8-7-13(4)20(14,18)5/h6,9-10,13,18H,7-8H2,1-5H3/b11-6-/t13-,18+,20+/m0/s1
• InChI Key: KBAIBFVLVFLAEU-OLQHVUIGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.54
• 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	+	0.9965	99.65%
Caco-2	+	0.8883	88.83%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7126	71.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8458	84.58%
OATP1B3 inhibitior	+	0.8667	86.67%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6842	68.42%
P-glycoprotein inhibitior	-	0.5098	50.98%
P-glycoprotein substrate	-	0.7450	74.50%
CYP3A4 substrate	+	0.6472	64.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8906	89.06%
CYP3A4 inhibition	-	0.5610	56.10%
CYP2C9 inhibition	-	0.6242	62.42%
CYP2C19 inhibition	-	0.7376	73.76%
CYP2D6 inhibition	-	0.9056	90.56%
CYP1A2 inhibition	+	0.7912	79.12%
CYP2C8 inhibition	-	0.6150	61.50%
CYP inhibitory promiscuity	-	0.5166	51.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4752	47.52%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9638	96.38%
Skin irritation	-	0.5849	58.49%
Skin corrosion	-	0.8710	87.10%
Ames mutagenesis	-	0.5924	59.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8470	84.70%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	-	0.7472	74.72%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7784	77.84%
Acute Oral Toxicity (c)	III	0.4911	49.11%
Estrogen receptor binding	+	0.5850	58.50%
Androgen receptor binding	+	0.5976	59.76%
Thyroid receptor binding	+	0.5229	52.29%
Glucocorticoid receptor binding	-	0.4754	47.54%
Aromatase binding	+	0.6686	66.86%
PPAR gamma	+	0.6580	65.80%
Honey bee toxicity	-	0.7741	77.41%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9957	99.57%

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	98.51%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.36%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.72%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.86%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	89.28%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.63%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.29%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.17%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.15%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.12%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.67%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.35%	93.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.02%	93.04%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15690620
• LOTUS: LTS0243578
• wikiData: Q104201652