[(3aR,4S,6R,7S,7aR)-6-ethenyl-6-(hydroxymethyl)-7-(3-hydroxyprop-1-en-2-yl)-3-methylidene-2-oxo-4,5,7,7a-tetrahydro-3aH-1-benzofuran-4-yl] 2-methylprop-2-enoate

Details

• Internal ID: 12ba6aa3-2e85-4f87-a7bc-64f162be1c4e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(3aR,4S,6R,7S,7aR)-6-ethenyl-6-(hydroxymethyl)-7-(3-hydroxyprop-1-en-2-yl)-3-methylidene-2-oxo-4,5,7,7a-tetrahydro-3aH-1-benzofuran-4-yl] 2-methylprop-2-enoate
• InChI: InChI=1S/C19H24O6/c1-6-19(9-21)7-13(24-17(22)10(2)3)14-12(5)18(23)25-16(14)15(19)11(4)8-20/h6,13-16,20-21H,1-2,4-5,7-9H2,3H3/t13-,14+,15+,16-,19+/m0/s1
• InChI Key: DSQVDVNRUHEULI-IPXJXJKCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.15728848 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.31
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9673	96.73%
Caco-2	-	0.7590	75.90%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7897	78.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8999	89.99%
OATP1B3 inhibitior	+	0.9362	93.62%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8809	88.09%
P-glycoprotein inhibitior	-	0.7921	79.21%
P-glycoprotein substrate	-	0.6967	69.67%
CYP3A4 substrate	+	0.6388	63.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.9371	93.71%
CYP2C9 inhibition	-	0.8514	85.14%
CYP2C19 inhibition	-	0.7937	79.37%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	-	0.8335	83.35%
CYP2C8 inhibition	-	0.7294	72.94%
CYP inhibitory promiscuity	-	0.8186	81.86%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.6039	60.39%
Eye corrosion	-	0.9719	97.19%
Eye irritation	-	0.8402	84.02%
Skin irritation	-	0.7282	72.82%
Skin corrosion	-	0.9320	93.20%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5754	57.54%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7305	73.05%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.8914	89.14%
Acute Oral Toxicity (c)	III	0.5621	56.21%
Estrogen receptor binding	+	0.6048	60.48%
Androgen receptor binding	+	0.6551	65.51%
Thyroid receptor binding	+	0.5656	56.56%
Glucocorticoid receptor binding	+	0.5960	59.60%
Aromatase binding	-	0.5263	52.63%
PPAR gamma	-	0.4903	49.03%
Honey bee toxicity	-	0.6323	63.23%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9243	92.43%

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	97.84%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.61%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.19%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.59%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.69%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.42%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.07%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.58%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	81.22%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.47%	99.23%

Plants that contains it

• Centaurea hierapolitana

Cross-Links

• PubChem: 102595389
• LOTUS: LTS0061149
• wikiData: Q104987970