(1S,4R,6R,9Z,11R)-4-(hydroxymethyl)-9-methyl-14-methylidene-5,12-dioxatricyclo[9.3.0.04,6]tetradec-9-en-13-one

Details

• Internal ID: 39302abc-dac2-417f-b535-52bd1a3bde81
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (1S,4R,6R,9Z,11R)-4-(hydroxymethyl)-9-methyl-14-methylidene-5,12-dioxatricyclo[9.3.0.04,6]tetradec-9-en-13-one
• InChI: InChI=1S/C15H20O4/c1-9-3-4-13-15(8-16,19-13)6-5-11-10(2)14(17)18-12(11)7-9/h7,11-13,16H,2-6,8H2,1H3/b9-7-/t11-,12+,13+,15+/m0/s1
• InChI Key: KDQGMEXTUQAXLS-OHELNNHVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

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	+	0.5821	58.21%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7394	73.94%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.8714	87.14%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	+	0.5577	55.77%
BSEP inhibitior	-	0.8820	88.20%
P-glycoprotein inhibitior	-	0.9057	90.57%
P-glycoprotein substrate	-	0.8374	83.74%
CYP3A4 substrate	+	0.6043	60.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8478	84.78%
CYP3A4 inhibition	-	0.9286	92.86%
CYP2C9 inhibition	-	0.8255	82.55%
CYP2C19 inhibition	-	0.8783	87.83%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.6683	66.83%
CYP2C8 inhibition	-	0.6509	65.09%
CYP inhibitory promiscuity	-	0.9426	94.26%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5283	52.83%
Eye corrosion	-	0.9768	97.68%
Eye irritation	-	0.8954	89.54%
Skin irritation	-	0.5915	59.15%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	-	0.7870	78.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4709	47.09%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8283	82.83%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5858	58.58%
Acute Oral Toxicity (c)	III	0.5168	51.68%
Estrogen receptor binding	+	0.7590	75.90%
Androgen receptor binding	+	0.5637	56.37%
Thyroid receptor binding	-	0.5747	57.47%
Glucocorticoid receptor binding	+	0.8111	81.11%
Aromatase binding	+	0.5350	53.50%
PPAR gamma	-	0.5540	55.40%
Honey bee toxicity	-	0.8748	87.48%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9582	95.82%

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	94.37%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.38%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.83%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.14%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	86.62%	97.79%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.69%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.91%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.07%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.46%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.32%	94.80%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.71%	90.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.15%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.19%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.90%	95.89%

Plants that contains it

• Magnolia grandiflora

Cross-Links

• PubChem: 101630461
• LOTUS: LTS0246782
• wikiData: Q105139323