[(3aS,4R,5Z,9E,11aS)-4-hydroxy-10-methyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl (E)-2-(hydroxymethyl)but-2-enoate

Details

• Internal ID: 7f420757-9101-4214-9abe-e3ec27507529
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aS,4R,5Z,9E,11aS)-4-hydroxy-10-methyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl (E)-2-(hydroxymethyl)but-2-enoate
• InChI: InChI=1S/C20H26O6/c1-4-15(10-21)20(24)25-11-14-7-5-6-12(2)8-17-18(16(22)9-14)13(3)19(23)26-17/h4,6,9,16-18,21-22H,3,5,7-8,10-11H2,1-2H3/b12-6+,14-9-,15-4+/t16-,17+,18+/m1/s1
• InChI Key: NNYNSZLGEMFPBE-FFSNNMGASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 6
• 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	+	0.9301	93.01%
Caco-2	-	0.5823	58.23%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7373	73.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8955	89.55%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.8612	86.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5183	51.83%
P-glycoprotein inhibitior	-	0.6686	66.86%
P-glycoprotein substrate	-	0.7592	75.92%
CYP3A4 substrate	+	0.6076	60.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8800	88.00%
CYP3A4 inhibition	-	0.5333	53.33%
CYP2C9 inhibition	-	0.8898	88.98%
CYP2C19 inhibition	-	0.8462	84.62%
CYP2D6 inhibition	-	0.9068	90.68%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.4936	49.36%
CYP inhibitory promiscuity	-	0.8710	87.10%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6654	66.54%
Eye corrosion	-	0.9797	97.97%
Eye irritation	-	0.8515	85.15%
Skin irritation	-	0.5995	59.95%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.6345	63.45%
Human Ether-a-go-go-Related Gene inhibition	-	0.5832	58.32%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8856	88.56%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7114	71.14%
Acute Oral Toxicity (c)	III	0.5182	51.82%
Estrogen receptor binding	+	0.6207	62.07%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5575	55.75%
Glucocorticoid receptor binding	+	0.7923	79.23%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5491	54.91%
Honey bee toxicity	-	0.7682	76.82%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9838	98.38%

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	96.74%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.81%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.05%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.32%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.79%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.22%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.77%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.47%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.99%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.12%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.53%	97.09%

Plants that contains it

• Richterago discoidea

Cross-Links

• PubChem: 162963218
• LOTUS: LTS0184178
• wikiData: Q105182388