(1R,2S,3R,7S,12S,14S)-14-hydroxy-1,10-dimethyl-6-methylidene-4,13-dioxatetracyclo[10.1.1.02,11.03,7]tetradec-10-en-5-one

Details

• Internal ID: be6f680f-0a86-4950-bf6d-a778480a6a3d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (1R,2S,3R,7S,12S,14S)-14-hydroxy-1,10-dimethyl-6-methylidene-4,13-dioxatetracyclo[10.1.1.02,11.03,7]tetradec-10-en-5-one
• InChI: InChI=1S/C15H18O4/c1-6-4-5-8-7(2)14(17)18-11(8)10-9(6)12-13(16)15(10,3)19-12/h8,10-13,16H,2,4-5H2,1,3H3/t8-,10-,11+,12-,13-,15+/m0/s1
• InChI Key: YTVDEYRARRBPLE-WTWTUEHUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.34
• H-Bond Acceptor: 4
• 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	+	0.9795	97.95%
Caco-2	+	0.7152	71.52%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5448	54.48%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.8799	87.99%
OATP1B3 inhibitior	+	0.9210	92.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9566	95.66%
P-glycoprotein inhibitior	-	0.8754	87.54%
P-glycoprotein substrate	-	0.8599	85.99%
CYP3A4 substrate	+	0.6108	61.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8332	83.32%
CYP3A4 inhibition	-	0.7820	78.20%
CYP2C9 inhibition	-	0.8391	83.91%
CYP2C19 inhibition	-	0.8417	84.17%
CYP2D6 inhibition	-	0.8821	88.21%
CYP1A2 inhibition	+	0.5637	56.37%
CYP2C8 inhibition	-	0.6846	68.46%
CYP inhibitory promiscuity	-	0.9373	93.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Danger	0.4000	40.00%
Eye corrosion	-	0.9634	96.34%
Eye irritation	-	0.7062	70.62%
Skin irritation	-	0.5589	55.89%
Skin corrosion	-	0.8371	83.71%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6911	69.11%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.8625	86.25%
skin sensitisation	-	0.7201	72.01%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4856	48.56%
Acute Oral Toxicity (c)	III	0.4379	43.79%
Estrogen receptor binding	+	0.5689	56.89%
Androgen receptor binding	+	0.6012	60.12%
Thyroid receptor binding	-	0.5122	51.22%
Glucocorticoid receptor binding	+	0.5541	55.41%
Aromatase binding	-	0.6328	63.28%
PPAR gamma	-	0.5952	59.52%
Honey bee toxicity	-	0.8312	83.12%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9563	95.63%

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	93.00%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.98%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.83%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.09%	100.00%
CHEMBL4530	P00488	Coagulation factor XIII	84.79%	96.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.81%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.16%	95.89%
CHEMBL1871	P10275	Androgen Receptor	82.92%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.17%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.05%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.47%	97.09%

Plants that contains it

• Warionia saharae

Cross-Links

• PubChem: 11139915
• LOTUS: LTS0152847
• wikiData: Q105362311