(1R,4S,8R,9Z,13R,15S)-15-hydroxy-5-methylidene-7,14,16-trioxatetracyclo[8.4.3.01,13.04,8]heptadec-9-en-6-one

Details

• Internal ID: d16931ca-dc22-499e-bff9-8332d19686bd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (1R,4S,8R,9Z,13R,15S)-15-hydroxy-5-methylidene-7,14,16-trioxatetracyclo[8.4.3.01,13.04,8]heptadec-9-en-6-one
• InChI: InChI=1S/C15H18O5/c1-8-10-4-5-15-12(20-15)3-2-9(7-18-14(15)17)6-11(10)19-13(8)16/h6,10-12,14,17H,1-5,7H2/b9-6-/t10-,11+,12+,14-,15+/m0/s1
• InChI Key: FFYHZUWNWSTGHZ-WEALTXBLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 68.30 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.07
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9761	97.61%
Caco-2	+	0.5150	51.50%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8206	82.06%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8991	89.91%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9319	93.19%
P-glycoprotein inhibitior	-	0.8747	87.47%
P-glycoprotein substrate	-	0.8073	80.73%
CYP3A4 substrate	+	0.6006	60.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8317	83.17%
CYP3A4 inhibition	-	0.9575	95.75%
CYP2C9 inhibition	-	0.8535	85.35%
CYP2C19 inhibition	-	0.8654	86.54%
CYP2D6 inhibition	-	0.9118	91.18%
CYP1A2 inhibition	-	0.6474	64.74%
CYP2C8 inhibition	-	0.5656	56.56%
CYP inhibitory promiscuity	-	0.9698	96.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5294	52.94%
Eye corrosion	-	0.9487	94.87%
Eye irritation	-	0.8263	82.63%
Skin irritation	-	0.6863	68.63%
Skin corrosion	-	0.9136	91.36%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6424	64.24%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.8055	80.55%
skin sensitisation	-	0.8007	80.07%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7100	71.00%
Acute Oral Toxicity (c)	III	0.4686	46.86%
Estrogen receptor binding	+	0.8318	83.18%
Androgen receptor binding	+	0.5524	55.24%
Thyroid receptor binding	-	0.5951	59.51%
Glucocorticoid receptor binding	+	0.7865	78.65%
Aromatase binding	+	0.5867	58.67%
PPAR gamma	+	0.6092	60.92%
Honey bee toxicity	-	0.7763	77.63%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9014	90.14%

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	96.94%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.04%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.51%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.10%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.61%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.92%	97.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.00%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.46%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.74%	92.94%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.49%	96.00%

Plants that contains it

• Jurinea albicaulis

Cross-Links

• PubChem: 163011493
• LOTUS: LTS0186337
• wikiData: Q104994736