(10-But-2-enoyloxy-8-hydroxy-3,8-dimethyl-12-methylidene-7,13-dioxo-5,14-dioxatricyclo[9.3.0.04,6]tetradecan-9-yl) 3-methylbutanoate

Details

• Internal ID: 274c86a0-5442-44f1-83b1-cbd01a968418
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (10-but-2-enoyloxy-8-hydroxy-3,8-dimethyl-12-methylidene-7,13-dioxo-5,14-dioxatricyclo[9.3.0.04,6]tetradecan-9-yl) 3-methylbutanoate
• InChI: InChI=1S/C24H32O9/c1-7-8-15(25)31-19-17-13(5)23(28)30-14(17)10-12(4)18-20(33-18)21(27)24(6,29)22(19)32-16(26)9-11(2)3/h7-8,11-12,14,17-20,22,29H,5,9-10H2,1-4,6H3
• InChI Key: NSIWHBIPJYMYKL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₉
• Molecular Weight: 464.50 g/mol
• Exact Mass: 464.20463259 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9699	96.99%
Caco-2	-	0.6080	60.80%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6530	65.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8525	85.25%
OATP1B3 inhibitior	+	0.8483	84.83%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6165	61.65%
P-glycoprotein inhibitior	+	0.7130	71.30%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6645	66.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9072	90.72%
CYP3A4 inhibition	-	0.6225	62.25%
CYP2C9 inhibition	-	0.8321	83.21%
CYP2C19 inhibition	-	0.8283	82.83%
CYP2D6 inhibition	-	0.9256	92.56%
CYP1A2 inhibition	-	0.8379	83.79%
CYP2C8 inhibition	-	0.5876	58.76%
CYP inhibitory promiscuity	-	0.8905	89.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8543	85.43%
Carcinogenicity (trinary)	Non-required	0.4097	40.97%
Eye corrosion	-	0.9670	96.70%
Eye irritation	-	0.9159	91.59%
Skin irritation	-	0.6645	66.45%
Skin corrosion	-	0.9095	90.95%
Ames mutagenesis	-	0.5532	55.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.6642	66.42%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.7302	73.02%
skin sensitisation	-	0.5455	54.55%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4506	45.06%
Acute Oral Toxicity (c)	III	0.4564	45.64%
Estrogen receptor binding	+	0.7676	76.76%
Androgen receptor binding	+	0.5625	56.25%
Thyroid receptor binding	+	0.5177	51.77%
Glucocorticoid receptor binding	+	0.7736	77.36%
Aromatase binding	+	0.6031	60.31%
PPAR gamma	+	0.7174	71.74%
Honey bee toxicity	-	0.6476	64.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9480	94.80%

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	97.49%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.61%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	95.60%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.62%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.17%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	92.99%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.36%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	91.53%	97.79%
CHEMBL299	P17252	Protein kinase C alpha	91.23%	98.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.44%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.13%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.01%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.04%	89.34%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.24%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	86.62%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.55%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.15%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.78%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.75%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.32%	91.07%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.57%	97.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.98%	99.23%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.67%	89.50%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.57%	94.80%
CHEMBL2581	P07339	Cathepsin D	80.24%	98.95%

Plants that contains it

• Calea urticifolia

Cross-Links

• PubChem: 163030341
• LOTUS: LTS0098047
• wikiData: Q105185081