[10-(Acetyloxymethyl)-6-formyl-4-hydroxy-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl] 2-methylprop-2-enoate

Details

• Internal ID: 10e0f5db-0803-4fe3-b42c-b6eba933e8d7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [10-(acetyloxymethyl)-6-formyl-4-hydroxy-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl] 2-methylprop-2-enoate
• InChI: InChI=1S/C21H24O8/c1-11(2)20(25)29-19-15(9-22)7-5-6-14(10-27-13(4)23)8-16-17(18(19)24)12(3)21(26)28-16/h7-9,16-19,24H,1,3,5-6,10H2,2,4H3
• InChI Key: WUJZEZUWGBTPIX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₈
• Molecular Weight: 404.40 g/mol
• Exact Mass: 404.14711772 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.34
• H-Bond Acceptor: 8
• 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	+	0.9788	97.88%
Caco-2	-	0.6542	65.42%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7598	75.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8563	85.63%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5504	55.04%
P-glycoprotein inhibitior	+	0.6184	61.84%
P-glycoprotein substrate	-	0.5730	57.30%
CYP3A4 substrate	+	0.6533	65.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8965	89.65%
CYP3A4 inhibition	-	0.7435	74.35%
CYP2C9 inhibition	-	0.7622	76.22%
CYP2C19 inhibition	-	0.8068	80.68%
CYP2D6 inhibition	-	0.8829	88.29%
CYP1A2 inhibition	+	0.5564	55.64%
CYP2C8 inhibition	+	0.4844	48.44%
CYP inhibitory promiscuity	-	0.8150	81.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6720	67.20%
Eye corrosion	-	0.9342	93.42%
Eye irritation	-	0.8674	86.74%
Skin irritation	-	0.5583	55.83%
Skin corrosion	-	0.9040	90.40%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6478	64.78%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5293	52.93%
skin sensitisation	-	0.7570	75.70%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7437	74.37%
Acute Oral Toxicity (c)	III	0.5221	52.21%
Estrogen receptor binding	+	0.5936	59.36%
Androgen receptor binding	-	0.5274	52.74%
Thyroid receptor binding	-	0.6045	60.45%
Glucocorticoid receptor binding	+	0.7422	74.22%
Aromatase binding	-	0.4932	49.32%
PPAR gamma	+	0.6001	60.01%
Honey bee toxicity	-	0.7024	70.24%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9762	97.62%

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	97.99%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	96.80%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.01%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.62%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	89.04%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.93%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.62%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.93%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.37%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.84%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.61%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.25%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.13%	86.33%

Plants that contains it

• Milleria quinqueflora

Cross-Links

• PubChem: 75011991
• LOTUS: LTS0102810
• wikiData: Q105313111