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

Details

• Internal ID: f81a2532-a5f7-416b-9e3a-f6caee7187cb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[(3aR,4S,6S,7R,7aR)-6-ethenyl-4-hydroxy-6-methyl-3-methylidene-2-oxo-4,5,7,7a-tetrahydro-3aH-1-benzofuran-7-yl]prop-2-enal
• InChI: InChI=1S/C15H18O4/c1-5-15(4)6-10(17)11-9(3)14(18)19-13(11)12(15)8(2)7-16/h5,7,10-13,17H,1-3,6H2,4H3/t10-,11+,12+,13-,15+/m0/s1
• InChI Key: ZTRSVJILTKDCGR-IHWVXMPCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	-	0.5429	54.29%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5584	55.84%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9036	90.36%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9846	98.46%
P-glycoprotein inhibitior	-	0.8573	85.73%
P-glycoprotein substrate	-	0.8215	82.15%
CYP3A4 substrate	+	0.5644	56.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.8531	85.31%
CYP2C9 inhibition	-	0.9434	94.34%
CYP2C19 inhibition	-	0.9356	93.56%
CYP2D6 inhibition	-	0.9645	96.45%
CYP1A2 inhibition	-	0.8796	87.96%
CYP2C8 inhibition	-	0.9125	91.25%
CYP inhibitory promiscuity	-	0.9586	95.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4261	42.61%
Eye corrosion	-	0.9394	93.94%
Eye irritation	-	0.8123	81.23%
Skin irritation	+	0.5566	55.66%
Skin corrosion	-	0.7898	78.98%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6288	62.88%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.7245	72.45%
skin sensitisation	-	0.5830	58.30%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.8039	80.39%
Acute Oral Toxicity (c)	III	0.4659	46.59%
Estrogen receptor binding	+	0.6238	62.38%
Androgen receptor binding	+	0.5738	57.38%
Thyroid receptor binding	-	0.5538	55.38%
Glucocorticoid receptor binding	-	0.5463	54.63%
Aromatase binding	-	0.7293	72.93%
PPAR gamma	-	0.6198	61.98%
Honey bee toxicity	-	0.7164	71.64%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9410	94.10%

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	97.21%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.54%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.12%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.24%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.04%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.72%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.09%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	81.07%	91.49%
CHEMBL3572	P11597	Cholesteryl ester transfer protein	80.55%	92.67%

Plants that contains it

• Centaurea paui

Cross-Links

• PubChem: 11139917
• LOTUS: LTS0032603
• wikiData: Q105383136