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

Details

• Internal ID: 099b5a52-cce2-40d8-9473-a883f4e10e69
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (4-hydroxy-3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-8-yl) 2-methylbut-2-enoate
• InChI: InChI=1S/C20H26O5/c1-6-10(2)19(23)25-13-8-7-12(4)20(5)15(13)16(21)17-14(18(20)22)11(3)9-24-17/h6,9,12-13,15,18,22H,7-8H2,1-5H3
• InChI Key: JSAITVSNDUGDOQ-UHFFFAOYSA-N
• Popularity: 0 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): 76.70 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.75
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9856	98.56%
Caco-2	+	0.7629	76.29%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7222	72.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8996	89.96%
OATP1B3 inhibitior	-	0.2151	21.51%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6101	61.01%
P-glycoprotein inhibitior	-	0.5904	59.04%
P-glycoprotein substrate	-	0.7412	74.12%
CYP3A4 substrate	+	0.6545	65.45%
CYP2C9 substrate	-	0.7872	78.72%
CYP2D6 substrate	-	0.8821	88.21%
CYP3A4 inhibition	-	0.7252	72.52%
CYP2C9 inhibition	-	0.7057	70.57%
CYP2C19 inhibition	-	0.7332	73.32%
CYP2D6 inhibition	-	0.8857	88.57%
CYP1A2 inhibition	+	0.8120	81.20%
CYP2C8 inhibition	-	0.6478	64.78%
CYP inhibitory promiscuity	-	0.6589	65.89%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4463	44.63%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9562	95.62%
Skin irritation	-	0.5325	53.25%
Skin corrosion	-	0.8792	87.92%
Ames mutagenesis	-	0.6018	60.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.4622	46.22%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.8008	80.08%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.4700	47.00%
Acute Oral Toxicity (c)	III	0.3804	38.04%
Estrogen receptor binding	+	0.8020	80.20%
Androgen receptor binding	+	0.6406	64.06%
Thyroid receptor binding	+	0.6230	62.30%
Glucocorticoid receptor binding	+	0.5851	58.51%
Aromatase binding	-	0.5450	54.50%
PPAR gamma	+	0.6506	65.06%
Honey bee toxicity	-	0.8061	80.61%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9912	99.12%

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	97.90%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.95%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.17%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.92%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.38%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.73%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.01%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	85.31%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.47%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.76%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.01%	91.07%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.89%	90.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.79%	100.00%

Plants that contains it

• Senecio rosmarinifolius

Cross-Links

• PubChem: 162988359
• LOTUS: LTS0271369
• wikiData: Q105134225