[10-(Acetyloxymethyl)-5-hydroxy-3-methylidene-2-oxo-3a,4,5,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl 3-methylbut-2-enoate

Details

• Internal ID: 6ce3cce2-0ee6-4cde-b832-d41f248d5f1b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [10-(acetyloxymethyl)-5-hydroxy-3-methylidene-2-oxo-3a,4,5,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl 3-methylbut-2-enoate
• InChI: InChI=1S/C22H28O7/c1-13(2)8-21(25)28-12-17-7-5-6-16(11-27-15(4)23)9-20-18(10-19(17)24)14(3)22(26)29-20/h6-8,18-20,24H,3,5,9-12H2,1-2,4H3
• InChI Key: INQXSYVVRWDKAH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₇
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.18350323 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 7
• 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	+	0.9815	98.15%
Caco-2	-	0.6681	66.81%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7782	77.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8703	87.03%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8005	80.05%
P-glycoprotein inhibitior	+	0.5836	58.36%
P-glycoprotein substrate	-	0.6900	69.00%
CYP3A4 substrate	+	0.6335	63.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9014	90.14%
CYP3A4 inhibition	-	0.8613	86.13%
CYP2C9 inhibition	-	0.8000	80.00%
CYP2C19 inhibition	-	0.7303	73.03%
CYP2D6 inhibition	-	0.9157	91.57%
CYP1A2 inhibition	-	0.6911	69.11%
CYP2C8 inhibition	+	0.5547	55.47%
CYP inhibitory promiscuity	-	0.9081	90.81%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6860	68.60%
Eye corrosion	-	0.9711	97.11%
Eye irritation	-	0.8797	87.97%
Skin irritation	-	0.6890	68.90%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5600	56.00%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6681	66.81%
skin sensitisation	-	0.7742	77.42%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7984	79.84%
Acute Oral Toxicity (c)	III	0.4502	45.02%
Estrogen receptor binding	+	0.6977	69.77%
Androgen receptor binding	+	0.5921	59.21%
Thyroid receptor binding	-	0.5535	55.35%
Glucocorticoid receptor binding	+	0.8686	86.86%
Aromatase binding	-	0.4868	48.68%
PPAR gamma	-	0.5156	51.56%
Honey bee toxicity	-	0.7499	74.99%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9866	98.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.36%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.73%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.51%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.72%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.52%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.26%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.25%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.92%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.62%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.21%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	81.89%	91.49%

Plants that contains it

• Mikania thapsoides

Cross-Links

• PubChem: 74021295
• LOTUS: LTS0269893
• wikiData: Q105116349