[9-Acetyloxy-7-hydroxy-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,7,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylbut-2-enoate

Details

• Internal ID: db1a87fc-67d6-455f-ae4a-1df8b54f6806
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [9-acetyloxy-7-hydroxy-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,7,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylbut-2-enoate
• InChI: InChI=1S/C22H28O8/c1-6-11(2)21(26)29-18-7-12(3)16(25)9-17(28-14(5)24)15(10-23)8-19-20(18)13(4)22(27)30-19/h6-8,16-20,23,25H,4,9-10H2,1-3,5H3
• InChI Key: ZFUOPNBNUOUKMM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₈
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.17841785 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9672	96.72%
Caco-2	-	0.6687	66.87%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6465	64.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8682	86.82%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9053	90.53%
P-glycoprotein inhibitior	+	0.6164	61.64%
P-glycoprotein substrate	-	0.5899	58.99%
CYP3A4 substrate	+	0.6322	63.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9015	90.15%
CYP3A4 inhibition	+	0.5513	55.13%
CYP2C9 inhibition	-	0.8710	87.10%
CYP2C19 inhibition	-	0.8705	87.05%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	-	0.6274	62.74%
CYP2C8 inhibition	-	0.6405	64.05%
CYP inhibitory promiscuity	-	0.8551	85.51%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6303	63.03%
Eye corrosion	-	0.9776	97.76%
Eye irritation	-	0.8777	87.77%
Skin irritation	-	0.6149	61.49%
Skin corrosion	-	0.9338	93.38%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5245	52.45%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6225	62.25%
skin sensitisation	-	0.8361	83.61%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5728	57.28%
Acute Oral Toxicity (c)	III	0.4868	48.68%
Estrogen receptor binding	+	0.8148	81.48%
Androgen receptor binding	-	0.6276	62.76%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8326	83.26%
Aromatase binding	-	0.5411	54.11%
PPAR gamma	+	0.5236	52.36%
Honey bee toxicity	-	0.6635	66.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9478	94.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.60%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.50%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.46%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.63%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.92%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	87.91%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.61%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.77%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	83.33%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.56%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.70%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.26%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.77%	97.09%

Plants that contains it

• Eupatorium lancifolium

Cross-Links

• PubChem: 3472083
• LOTUS: LTS0119901
• wikiData: Q105374752