[(3S,3aR,4S,6R,7R,7aS)-3-acetyloxy-6-ethenyl-3,6-dimethyl-2-oxo-7-prop-1-en-2-yl-4,5,7,7a-tetrahydro-3aH-1-benzofuran-4-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: ec968405-08ae-4919-b5c1-e063266cf8aa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(3S,3aR,4S,6R,7R,7aS)-3-acetyloxy-6-ethenyl-3,6-dimethyl-2-oxo-7-prop-1-en-2-yl-4,5,7,7a-tetrahydro-3aH-1-benzofuran-4-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C22H30O6/c1-9-13(5)19(24)26-15-11-21(7,10-2)16(12(3)4)18-17(15)22(8,20(25)27-18)28-14(6)23/h9-10,15-18H,2-3,11H2,1,4-8H3/b13-9-/t15-,16-,17+,18-,21-,22-/m0/s1
• InChI Key: RUXXYJUZAQNHLM-LLLDOTOCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₆
• Molecular Weight: 390.50 g/mol
• Exact Mass: 390.20423867 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.52
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	+	0.5491	54.91%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5581	55.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8889	88.89%
OATP1B3 inhibitior	+	0.8595	85.95%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6447	64.47%
P-glycoprotein inhibitior	+	0.6464	64.64%
P-glycoprotein substrate	-	0.6697	66.97%
CYP3A4 substrate	+	0.6522	65.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9084	90.84%
CYP3A4 inhibition	-	0.5189	51.89%
CYP2C9 inhibition	-	0.9360	93.60%
CYP2C19 inhibition	-	0.8531	85.31%
CYP2D6 inhibition	-	0.9692	96.92%
CYP1A2 inhibition	-	0.7048	70.48%
CYP2C8 inhibition	-	0.7246	72.46%
CYP inhibitory promiscuity	-	0.7705	77.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.4497	44.97%
Eye corrosion	-	0.9613	96.13%
Eye irritation	-	0.8790	87.90%
Skin irritation	-	0.6301	63.01%
Skin corrosion	-	0.9023	90.23%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7547	75.47%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6607	66.07%
skin sensitisation	-	0.5433	54.33%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.9003	90.03%
Acute Oral Toxicity (c)	III	0.4569	45.69%
Estrogen receptor binding	+	0.8167	81.67%
Androgen receptor binding	+	0.5898	58.98%
Thyroid receptor binding	+	0.6588	65.88%
Glucocorticoid receptor binding	+	0.5616	56.16%
Aromatase binding	+	0.5401	54.01%
PPAR gamma	+	0.5830	58.30%
Honey bee toxicity	-	0.5342	53.42%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9762	97.62%

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	95.01%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.91%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	92.93%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.89%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	89.27%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.21%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.13%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.87%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.24%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.95%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.10%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.78%	93.00%

Plants that contains it

• Laser trilobum

Cross-Links

• PubChem: 101297663
• LOTUS: LTS0121920
• wikiData: Q105245873