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

Details

• Internal ID: 943abcc8-882c-4308-9770-391726e05bb6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(4S,4aR,5R,6S)-3,4a,5-trimethyl-4-(2-methylprop-2-enoyloxy)-9-oxo-4,5,6,7-tetrahydrobenzo[f][1]benzofuran-6-yl] 2-methylprop-2-enoate
• InChI: InChI=1S/C23H26O6/c1-11(2)21(25)28-16-9-8-15-18(24)19-17(13(5)10-27-19)20(23(15,7)14(16)6)29-22(26)12(3)4/h8,10,14,16,20H,1,3,9H2,2,4-7H3/t14-,16-,20+,23+/m0/s1
• InChI Key: PUUCYYLBLCWVCJ-IXEPNJCASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₆
• Molecular Weight: 398.40 g/mol
• Exact Mass: 398.17293854 g/mol
• Topological Polar Surface Area (TPSA): 82.80 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.41
• H-Bond Acceptor: 6
• 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	+	0.9956	99.56%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6613	66.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9012	90.12%
OATP1B3 inhibitior	+	0.8179	81.79%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5746	57.46%
P-glycoprotein inhibitior	+	0.6335	63.35%
P-glycoprotein substrate	-	0.6344	63.44%
CYP3A4 substrate	+	0.6652	66.52%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8753	87.53%
CYP3A4 inhibition	+	0.5845	58.45%
CYP2C9 inhibition	-	0.7728	77.28%
CYP2C19 inhibition	-	0.6657	66.57%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	+	0.6211	62.11%
CYP2C8 inhibition	-	0.5969	59.69%
CYP inhibitory promiscuity	+	0.5783	57.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4748	47.48%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.9010	90.10%
Skin irritation	-	0.6550	65.50%
Skin corrosion	-	0.9204	92.04%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8083	80.83%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.6316	63.16%
skin sensitisation	-	0.6234	62.34%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5733	57.33%
Acute Oral Toxicity (c)	III	0.5090	50.90%
Estrogen receptor binding	+	0.7261	72.61%
Androgen receptor binding	+	0.6332	63.32%
Thyroid receptor binding	+	0.6447	64.47%
Glucocorticoid receptor binding	+	0.7571	75.71%
Aromatase binding	+	0.5806	58.06%
PPAR gamma	+	0.7657	76.57%
Honey bee toxicity	-	0.7225	72.25%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9967	99.67%

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	98.24%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.45%	83.82%
CHEMBL2581	P07339	Cathepsin D	92.90%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.41%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.94%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.31%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	84.09%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	81.98%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.55%	97.09%

Plants that contains it

• Euryops spathaceus

Cross-Links

• PubChem: 101600025
• LOTUS: LTS0179393
• wikiData: Q105215289