2-[(3aS,4R,5S,6R,7R,7aS)-6-ethenyl-7-hydroxy-6-methyl-3-methylidene-4-(2-methylpropoxy)-2-oxo-4,5,7,7a-tetrahydro-3aH-1-benzofuran-5-yl]prop-2-enal

Details

• Internal ID: d0a89371-8a37-40be-8fa5-4d394746eec0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 2-[(3aS,4R,5S,6R,7R,7aS)-6-ethenyl-7-hydroxy-6-methyl-3-methylidene-4-(2-methylpropoxy)-2-oxo-4,5,7,7a-tetrahydro-3aH-1-benzofuran-5-yl]prop-2-enal
• InChI: InChI=1S/C19H26O5/c1-7-19(6)14(11(4)8-20)15(23-9-10(2)3)13-12(5)18(22)24-16(13)17(19)21/h7-8,10,13-17,21H,1,4-5,9H2,2-3,6H3/t13-,14-,15-,16-,17-,19+/m0/s1
• InChI Key: MPMVQQPKRNZSDV-QQPKDZIPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₅
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.17802393 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9812	98.12%
Caco-2	-	0.5778	57.78%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7212	72.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8509	85.09%
OATP1B3 inhibitior	+	0.8621	86.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9272	92.72%
P-glycoprotein inhibitior	-	0.7330	73.30%
P-glycoprotein substrate	-	0.6952	69.52%
CYP3A4 substrate	+	0.5953	59.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8554	85.54%
CYP3A4 inhibition	-	0.7368	73.68%
CYP2C9 inhibition	-	0.6561	65.61%
CYP2C19 inhibition	-	0.7329	73.29%
CYP2D6 inhibition	-	0.9257	92.57%
CYP1A2 inhibition	-	0.6678	66.78%
CYP2C8 inhibition	-	0.8234	82.34%
CYP inhibitory promiscuity	-	0.7221	72.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.5139	51.39%
Eye corrosion	-	0.9687	96.87%
Eye irritation	-	0.9401	94.01%
Skin irritation	-	0.6500	65.00%
Skin corrosion	-	0.9373	93.73%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4110	41.10%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5961	59.61%
skin sensitisation	-	0.5415	54.15%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.8100	81.00%
Acute Oral Toxicity (c)	III	0.5529	55.29%
Estrogen receptor binding	+	0.7534	75.34%
Androgen receptor binding	+	0.5806	58.06%
Thyroid receptor binding	+	0.5968	59.68%
Glucocorticoid receptor binding	+	0.6173	61.73%
Aromatase binding	+	0.5698	56.98%
PPAR gamma	+	0.5786	57.86%
Honey bee toxicity	-	0.6768	67.68%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9860	98.60%

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	96.04%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.98%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.90%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.60%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	86.11%	91.49%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.90%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.08%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.79%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	84.65%	90.17%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.51%	92.88%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.00%	89.00%

Plants that contains it

• Zinnia acerosa

Cross-Links

• PubChem: 163048958
• LOTUS: LTS0101397
• wikiData: Q105169617