(1R,2S,4R,6R,9E,11R)-2-hydroxy-9-methyl-14-methylidene-5,12-dioxatricyclo[9.3.0.04,6]tetradec-9-en-13-one

Details

• Internal ID: 0afbde13-8fb0-4b5d-95c7-7520d2ae8384
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1R,2S,4R,6R,9E,11R)-2-hydroxy-9-methyl-14-methylidene-5,12-dioxatricyclo[9.3.0.04,6]tetradec-9-en-13-one
• InChI: InChI=1S/C14H18O4/c1-7-3-4-10-11(17-10)6-9(15)13-8(2)14(16)18-12(13)5-7/h5,9-13,15H,2-4,6H2,1H3/b7-5+/t9-,10+,11+,12+,13+/m0/s1
• InChI Key: JKKINZIOUQDBFU-BFCNOLMLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.29 g/mol
• Exact Mass: 250.12050905 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 1.00
• 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	+	0.9922	99.22%
Caco-2	+	0.6101	61.01%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5533	55.33%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9169	91.69%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9615	96.15%
P-glycoprotein inhibitior	-	0.8766	87.66%
P-glycoprotein substrate	-	0.8763	87.63%
CYP3A4 substrate	+	0.5632	56.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8367	83.67%
CYP3A4 inhibition	-	0.8021	80.21%
CYP2C9 inhibition	-	0.9018	90.18%
CYP2C19 inhibition	-	0.8610	86.10%
CYP2D6 inhibition	-	0.9203	92.03%
CYP1A2 inhibition	+	0.5840	58.40%
CYP2C8 inhibition	-	0.8841	88.41%
CYP inhibitory promiscuity	-	0.9651	96.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5615	56.15%
Eye corrosion	-	0.9504	95.04%
Eye irritation	-	0.8795	87.95%
Skin irritation	-	0.5500	55.00%
Skin corrosion	-	0.9087	90.87%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8086	80.86%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.7207	72.07%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6335	63.35%
Acute Oral Toxicity (c)	III	0.4844	48.44%
Estrogen receptor binding	+	0.5747	57.47%
Androgen receptor binding	-	0.5911	59.11%
Thyroid receptor binding	-	0.6230	62.30%
Glucocorticoid receptor binding	+	0.5709	57.09%
Aromatase binding	-	0.7180	71.80%
PPAR gamma	-	0.5953	59.53%
Honey bee toxicity	-	0.8868	88.68%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9697	96.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.20%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.07%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.82%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.76%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.53%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.44%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.16%	97.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.24%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.00%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.97%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.64%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.25%	95.89%

Plants that contains it

• Tanacetum densum

Cross-Links

• PubChem: 15139448
• LOTUS: LTS0165232
• wikiData: Q105130292