[(3aR,5Z,9E,11aS)-10-methyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl acetate

Details

• Internal ID: 98e27659-8a48-4892-b60d-7cd42abfd170
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,5Z,9E,11aS)-10-methyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl acetate
• InChI: InChI=1S/C17H22O4/c1-11-5-4-6-14(10-20-13(3)18)7-8-15-12(2)17(19)21-16(15)9-11/h5,7,15-16H,2,4,6,8-10H2,1,3H3/b11-5+,14-7-/t15-,16+/m1/s1
• InChI Key: RGWSUHWHAXTWLZ-UCINAKTLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.7197	71.97%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7253	72.53%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9007	90.07%
OATP1B3 inhibitior	+	0.9171	91.71%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7551	75.51%
P-glycoprotein inhibitior	-	0.7562	75.62%
P-glycoprotein substrate	-	0.8902	89.02%
CYP3A4 substrate	+	0.5816	58.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.6285	62.85%
CYP2C9 inhibition	-	0.8668	86.68%
CYP2C19 inhibition	-	0.8013	80.13%
CYP2D6 inhibition	-	0.8906	89.06%
CYP1A2 inhibition	+	0.6106	61.06%
CYP2C8 inhibition	+	0.4566	45.66%
CYP inhibitory promiscuity	-	0.7891	78.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6887	68.87%
Eye corrosion	-	0.9609	96.09%
Eye irritation	-	0.6228	62.28%
Skin irritation	-	0.5814	58.14%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.5945	59.45%
Human Ether-a-go-go-Related Gene inhibition	+	0.6669	66.69%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6732	67.32%
skin sensitisation	-	0.7513	75.13%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.8373	83.73%
Acute Oral Toxicity (c)	III	0.6761	67.61%
Estrogen receptor binding	-	0.5423	54.23%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.7380	73.80%
Glucocorticoid receptor binding	+	0.7357	73.57%
Aromatase binding	-	0.6365	63.65%
PPAR gamma	-	0.5455	54.55%
Honey bee toxicity	-	0.8231	82.31%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9954	99.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.72%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.27%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.61%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.62%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.19%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.07%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.76%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.45%	85.14%
CHEMBL4208	P20618	Proteasome component C5	84.32%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.37%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.88%	89.00%

Plants that contains it

• Arctotis aspera

Cross-Links

• PubChem: 14466164
• LOTUS: LTS0049875
• wikiData: Q105236122