(1S,2S,5S,6S,9R,12R,14S)-5,9,14-trimethyl-3,13-dioxatetracyclo[7.5.0.02,6.012,14]tetradecane-4,10-dione

Details

• Internal ID: d9cc08f1-c414-446f-a072-2357903c360b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (1S,2S,5S,6S,9R,12R,14S)-5,9,14-trimethyl-3,13-dioxatetracyclo[7.5.0.02,6.012,14]tetradecane-4,10-dione
• InChI: InChI=1S/C15H20O4/c1-7-8-4-5-14(2)9(16)6-10-15(3,19-10)12(14)11(8)18-13(7)17/h7-8,10-12H,4-6H2,1-3H3/t7-,8-,10+,11-,12+,14-,15+/m0/s1
• InChI Key: AWOKZHPIYYRPJI-IIDCHLLASA-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): 55.90 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	+	0.7212	72.12%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6450	64.50%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.9010	90.10%
OATP1B3 inhibitior	+	0.9822	98.22%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9122	91.22%
P-glycoprotein inhibitior	-	0.7868	78.68%
P-glycoprotein substrate	-	0.7981	79.81%
CYP3A4 substrate	+	0.5919	59.19%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.8476	84.76%
CYP3A4 inhibition	-	0.8115	81.15%
CYP2C9 inhibition	-	0.8488	84.88%
CYP2C19 inhibition	-	0.8594	85.94%
CYP2D6 inhibition	-	0.9609	96.09%
CYP1A2 inhibition	-	0.6667	66.67%
CYP2C8 inhibition	-	0.8727	87.27%
CYP inhibitory promiscuity	-	0.9750	97.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6191	61.91%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9192	91.92%
Skin irritation	-	0.5575	55.75%
Skin corrosion	-	0.6936	69.36%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6702	67.02%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.8368	83.68%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7450	74.50%
Acute Oral Toxicity (c)	III	0.5528	55.28%
Estrogen receptor binding	+	0.7897	78.97%
Androgen receptor binding	+	0.6893	68.93%
Thyroid receptor binding	+	0.5212	52.12%
Glucocorticoid receptor binding	-	0.4752	47.52%
Aromatase binding	-	0.6898	68.98%
PPAR gamma	+	0.5591	55.91%
Honey bee toxicity	-	0.8252	82.52%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.9845	98.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.32%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.08%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.88%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.70%	91.11%
CHEMBL301	P24941	Cyclin-dependent kinase 2	86.69%	91.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.25%	85.14%
CHEMBL2039	P27338	Monoamine oxidase B	86.06%	92.51%
CHEMBL1902	P62942	FK506-binding protein 1A	85.29%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.81%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.75%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.53%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.85%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14730894
• LOTUS: LTS0260971
• wikiData: Q104920173