(4S,7Z,10E,13S)-7,11-dimethyl-4-prop-1-en-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),7,10-triene-6,9,15-trione

Details

• Internal ID: 9fce4575-4cd6-4d38-ac7c-568ced32d885
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4S,7Z,10E,13S)-7,11-dimethyl-4-prop-1-en-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),7,10-triene-6,9,15-trione
• InChI: InChI=1S/C20H24O4/c1-12(2)15-5-6-16-10-18(24-20(16)23)8-13(3)7-17(21)9-14(4)19(22)11-15/h7,9-10,15,18H,1,5-6,8,11H2,2-4H3/b13-7+,14-9-/t15-,18-/m0/s1
• InChI Key: VOJXZPBBXJWSIE-PZHSHDMFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.5999	59.99%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6292	62.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9029	90.29%
OATP1B3 inhibitior	+	0.8846	88.46%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.4553	45.53%
P-glycoprotein inhibitior	-	0.6064	60.64%
P-glycoprotein substrate	-	0.8190	81.90%
CYP3A4 substrate	+	0.5485	54.85%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8995	89.95%
CYP3A4 inhibition	-	0.7579	75.79%
CYP2C9 inhibition	-	0.8977	89.77%
CYP2C19 inhibition	-	0.8535	85.35%
CYP2D6 inhibition	-	0.9399	93.99%
CYP1A2 inhibition	+	0.7102	71.02%
CYP2C8 inhibition	-	0.7781	77.81%
CYP inhibitory promiscuity	-	0.9513	95.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6538	65.38%
Eye corrosion	-	0.9539	95.39%
Eye irritation	-	0.9045	90.45%
Skin irritation	+	0.5189	51.89%
Skin corrosion	-	0.9269	92.69%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7665	76.65%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6203	62.03%
skin sensitisation	-	0.7170	71.70%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5722	57.22%
Acute Oral Toxicity (c)	III	0.6284	62.84%
Estrogen receptor binding	-	0.6539	65.39%
Androgen receptor binding	+	0.5366	53.66%
Thyroid receptor binding	-	0.6448	64.48%
Glucocorticoid receptor binding	+	0.6069	60.69%
Aromatase binding	-	0.7484	74.84%
PPAR gamma	+	0.6385	63.85%
Honey bee toxicity	-	0.8284	82.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9951	99.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.64%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.97%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.08%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.61%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.31%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	87.31%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.53%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.12%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.72%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21634587
• LOTUS: LTS0186840
• wikiData: Q104073991