[(1R,3S,7R,8S,9R)-9-hydroxy-1-methyl-6,10-dimethylidene-5,13-dioxo-4,14-dioxatricyclo[9.2.1.03,7]tetradec-11-en-8-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 797889af-4d87-4225-9e14-1c5cbdb75551
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(1R,3S,7R,8S,9R)-9-hydroxy-1-methyl-6,10-dimethylidene-5,13-dioxo-4,14-dioxatricyclo[9.2.1.03,7]tetradec-11-en-8-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H22O7/c1-6-9(2)18(23)26-17-15-11(4)19(24)25-13(15)8-20(5)14(21)7-12(27-20)10(3)16(17)22/h6-7,13,15-17,22H,3-4,8H2,1-2,5H3/b9-6-/t13-,15+,16+,17-,20+/m0/s1
• InChI Key: XFJPQXBCMLVNGW-LFPYARDOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₇
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.13655304 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9797	97.97%
Caco-2	-	0.6371	63.71%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6503	65.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8594	85.94%
OATP1B3 inhibitior	+	0.8292	82.92%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6696	66.96%
P-glycoprotein inhibitior	-	0.5425	54.25%
P-glycoprotein substrate	-	0.5956	59.56%
CYP3A4 substrate	+	0.6463	64.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8935	89.35%
CYP3A4 inhibition	-	0.6496	64.96%
CYP2C9 inhibition	-	0.9007	90.07%
CYP2C19 inhibition	-	0.9149	91.49%
CYP2D6 inhibition	-	0.9464	94.64%
CYP1A2 inhibition	-	0.7958	79.58%
CYP2C8 inhibition	-	0.7612	76.12%
CYP inhibitory promiscuity	-	0.9356	93.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Danger	0.4394	43.94%
Eye corrosion	-	0.9601	96.01%
Eye irritation	-	0.8252	82.52%
Skin irritation	-	0.6218	62.18%
Skin corrosion	-	0.9070	90.70%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6369	63.69%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.7031	70.31%
skin sensitisation	-	0.6507	65.07%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6196	61.96%
Acute Oral Toxicity (c)	III	0.4086	40.86%
Estrogen receptor binding	+	0.6447	64.47%
Androgen receptor binding	+	0.6474	64.74%
Thyroid receptor binding	+	0.5943	59.43%
Glucocorticoid receptor binding	+	0.6185	61.85%
Aromatase binding	-	0.6599	65.99%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.6572	65.72%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9335	93.35%

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	98.47%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.86%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.07%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.13%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.16%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.39%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.89%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.87%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.24%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	85.47%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.96%	92.94%
CHEMBL2581	P07339	Cathepsin D	80.24%	98.95%

Plants that contains it

• Centratherum punctatum
• Lychnophora sellovii

Cross-Links

• PubChem: 163190195
• LOTUS: LTS0179770
• wikiData: Q105327059