[(1R,2S,3S,4R,7S,8S,10R,11R,13S,14R)-2-hydroxy-4-(hydroxymethyl)-10,14-dimethyl-5-oxo-6,9,15-trioxapentacyclo[9.4.0.01,14.03,7.08,10]pentadecan-13-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 12f9ecb8-8dc6-4b88-b180-6e41c95de3b3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: [(1R,2S,3S,4R,7S,8S,10R,11R,13S,14R)-2-hydroxy-4-(hydroxymethyl)-10,14-dimethyl-5-oxo-6,9,15-trioxapentacyclo[9.4.0.01,14.03,7.08,10]pentadecan-13-yl] (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H26O8/c1-5-8(2)16(23)25-11-6-10-18(3)15(27-18)13-12(9(7-21)17(24)26-13)14(22)20(10)19(11,4)28-20/h5,9-15,21-22H,6-7H2,1-4H3/b8-5+/t9-,10+,11-,12+,13-,14-,15-,18+,19+,20+/m0/s1
• InChI Key: CEWJOPKSFGXYQJ-XXOQKWFXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₈
• Molecular Weight: 394.40 g/mol
• Exact Mass: 394.16276778 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.09
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9083	90.83%
Caco-2	-	0.7058	70.58%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7082	70.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8596	85.96%
OATP1B3 inhibitior	+	0.9217	92.17%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5581	55.81%
P-glycoprotein inhibitior	-	0.6232	62.32%
P-glycoprotein substrate	-	0.5460	54.60%
CYP3A4 substrate	+	0.6523	65.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8904	89.04%
CYP3A4 inhibition	-	0.8021	80.21%
CYP2C9 inhibition	-	0.8718	87.18%
CYP2C19 inhibition	-	0.8862	88.62%
CYP2D6 inhibition	-	0.9426	94.26%
CYP1A2 inhibition	-	0.8384	83.84%
CYP2C8 inhibition	-	0.7401	74.01%
CYP inhibitory promiscuity	-	0.8226	82.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5766	57.66%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9554	95.54%
Skin irritation	-	0.6395	63.95%
Skin corrosion	-	0.9147	91.47%
Ames mutagenesis	-	0.5283	52.83%
Human Ether-a-go-go-Related Gene inhibition	-	0.6674	66.74%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5536	55.36%
skin sensitisation	-	0.8091	80.91%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.8106	81.06%
Acute Oral Toxicity (c)	I	0.4395	43.95%
Estrogen receptor binding	+	0.8493	84.93%
Androgen receptor binding	+	0.6588	65.88%
Thyroid receptor binding	+	0.5601	56.01%
Glucocorticoid receptor binding	+	0.7218	72.18%
Aromatase binding	+	0.6441	64.41%
PPAR gamma	+	0.5391	53.91%
Honey bee toxicity	-	0.6919	69.19%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7827	78.27%

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	97.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.50%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.69%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.39%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.21%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	86.52%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.02%	99.23%
CHEMBL230	P35354	Cyclooxygenase-2	85.14%	89.63%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.85%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.64%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.38%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.28%	99.17%

Plants that contains it

• Eupatorium perfoliatum

Cross-Links

• PubChem: 162897234
• LOTUS: LTS0150352
• wikiData: Q27134250