[(1S,4R,5R,9S,10S,11S,13R,14S)-2,11-dimethyl-6-methylidene-7-oxo-8,12,15-trioxapentacyclo[8.5.0.01,14.05,9.011,13]pentadec-2-en-4-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 8e300844-c26c-48cb-8730-1c90205440b5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: [(1S,4R,5R,9S,10S,11S,13R,14S)-2,11-dimethyl-6-methylidene-7-oxo-8,12,15-trioxapentacyclo[8.5.0.01,14.05,9.011,13]pentadec-2-en-4-yl] (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H22O6/c1-6-8(2)17(21)23-11-7-9(3)20-14(13-12(11)10(4)18(22)24-13)19(5)15(25-19)16(20)26-20/h6-7,11-16H,4H2,1-3,5H3/b8-6+/t11-,12-,13+,14+,15-,16+,19+,20-/m1/s1
• InChI Key: HFVIDNCEEKEUGB-OBARTEMESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 77.70 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9787	97.87%
Caco-2	+	0.5800	58.00%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6241	62.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8362	83.62%
OATP1B3 inhibitior	+	0.9186	91.86%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6122	61.22%
P-glycoprotein inhibitior	-	0.4583	45.83%
P-glycoprotein substrate	-	0.6560	65.60%
CYP3A4 substrate	+	0.6569	65.69%
CYP2C9 substrate	-	0.8306	83.06%
CYP2D6 substrate	-	0.8879	88.79%
CYP3A4 inhibition	+	0.7617	76.17%
CYP2C9 inhibition	-	0.9275	92.75%
CYP2C19 inhibition	-	0.7130	71.30%
CYP2D6 inhibition	-	0.9359	93.59%
CYP1A2 inhibition	-	0.8297	82.97%
CYP2C8 inhibition	+	0.4568	45.68%
CYP inhibitory promiscuity	-	0.5597	55.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4523	45.23%
Eye corrosion	-	0.9698	96.98%
Eye irritation	-	0.8163	81.63%
Skin irritation	-	0.6571	65.71%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5124	51.24%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.6899	68.99%
skin sensitisation	-	0.6457	64.57%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.8217	82.17%
Acute Oral Toxicity (c)	III	0.3680	36.80%
Estrogen receptor binding	+	0.7558	75.58%
Androgen receptor binding	+	0.6703	67.03%
Thyroid receptor binding	+	0.6101	61.01%
Glucocorticoid receptor binding	+	0.5500	55.00%
Aromatase binding	+	0.6734	67.34%
PPAR gamma	+	0.6559	65.59%
Honey bee toxicity	-	0.6260	62.60%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9755	97.55%

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	96.43%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.80%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.03%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.68%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.16%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.04%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.60%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.94%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.32%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.75%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.49%	94.00%
CHEMBL2996	Q05655	Protein kinase C delta	82.61%	97.79%

Plants that contains it

• Calea solidaginea

Cross-Links

• PubChem: 101285194
• LOTUS: LTS0142960
• wikiData: Q105027562