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

Details

• Internal ID: d089454e-9f17-42e6-9404-9540e5cc6e1e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aS,6S,7Z,9E,11aR)-6-methyl-3-methylidene-2-oxo-3a,4,5,6,11,11a-hexahydrocyclodeca[b]furan-10-yl]methyl 3-methylbutanoate
• InChI: InChI=1S/C20H28O4/c1-13(2)10-19(21)23-12-16-7-5-6-14(3)8-9-17-15(4)20(22)24-18(17)11-16/h5-7,13-14,17-18H,4,8-12H2,1-3H3/b6-5-,16-7+/t14-,17+,18-/m1/s1
• InChI Key: XYYJJFWJWWXIID-TVBNSIIISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	+	0.8106	81.06%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7791	77.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8249	82.49%
OATP1B3 inhibitior	+	0.8675	86.75%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6851	68.51%
P-glycoprotein inhibitior	-	0.5069	50.69%
P-glycoprotein substrate	-	0.7072	70.72%
CYP3A4 substrate	+	0.5892	58.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8924	89.24%
CYP3A4 inhibition	-	0.7115	71.15%
CYP2C9 inhibition	-	0.7491	74.91%
CYP2C19 inhibition	-	0.7100	71.00%
CYP2D6 inhibition	-	0.8835	88.35%
CYP1A2 inhibition	+	0.5682	56.82%
CYP2C8 inhibition	+	0.5442	54.42%
CYP inhibitory promiscuity	-	0.8075	80.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6754	67.54%
Eye corrosion	-	0.9568	95.68%
Eye irritation	-	0.6946	69.46%
Skin irritation	-	0.6609	66.09%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3946	39.46%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.7426	74.26%
skin sensitisation	-	0.7032	70.32%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5800	58.00%
Acute Oral Toxicity (c)	III	0.6585	65.85%
Estrogen receptor binding	-	0.5994	59.94%
Androgen receptor binding	-	0.5872	58.72%
Thyroid receptor binding	-	0.5987	59.87%
Glucocorticoid receptor binding	+	0.7121	71.21%
Aromatase binding	-	0.5210	52.10%
PPAR gamma	-	0.5598	55.98%
Honey bee toxicity	-	0.7903	79.03%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5550	55.50%
Fish aquatic toxicity	+	0.9958	99.58%

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	96.21%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.78%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.97%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.31%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.00%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.66%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.50%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.26%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.41%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.97%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.42%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.08%	93.03%

Plants that contains it

• Cosmos pringlei

Cross-Links

• PubChem: 162850057
• LOTUS: LTS0250566
• wikiData: Q105344744