[(6Z,10E,11aR)-3,10-dimethyl-2-oxo-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-6-yl]methyl (Z)-2-methylbut-2-enoate

Details

• Internal ID: c49d1d5b-f467-4e7f-993a-b11df054adc0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(6Z,10E,11aR)-3,10-dimethyl-2-oxo-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-6-yl]methyl (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H26O4/c1-5-14(3)19(21)23-12-16-8-6-7-13(2)11-18-17(10-9-16)15(4)20(22)24-18/h5,8,11,18H,6-7,9-10,12H2,1-4H3/b13-11+,14-5-,16-8-/t18-/m1/s1
• InChI Key: KGWAJNHQUWKJGM-PXUCSJRKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 4.18
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.8604	86.04%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7359	73.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8993	89.93%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8119	81.19%
P-glycoprotein inhibitior	-	0.5220	52.20%
P-glycoprotein substrate	-	0.8468	84.68%
CYP3A4 substrate	+	0.6061	60.61%
CYP2C9 substrate	-	0.8093	80.93%
CYP2D6 substrate	-	0.8818	88.18%
CYP3A4 inhibition	-	0.6428	64.28%
CYP2C9 inhibition	-	0.7208	72.08%
CYP2C19 inhibition	-	0.7804	78.04%
CYP2D6 inhibition	-	0.8549	85.49%
CYP1A2 inhibition	+	0.7543	75.43%
CYP2C8 inhibition	-	0.6767	67.67%
CYP inhibitory promiscuity	-	0.7235	72.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6418	64.18%
Eye corrosion	-	0.9637	96.37%
Eye irritation	-	0.8499	84.99%
Skin irritation	-	0.5611	56.11%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3948	39.48%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6803	68.03%
skin sensitisation	-	0.8107	81.07%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.7204	72.04%
Acute Oral Toxicity (c)	III	0.6718	67.18%
Estrogen receptor binding	+	0.6464	64.64%
Androgen receptor binding	-	0.5505	55.05%
Thyroid receptor binding	-	0.5058	50.58%
Glucocorticoid receptor binding	+	0.7467	74.67%
Aromatase binding	-	0.6158	61.58%
PPAR gamma	+	0.5667	56.67%
Honey bee toxicity	-	0.7713	77.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9955	99.55%

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	95.21%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.73%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.30%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.43%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.74%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.71%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.20%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.11%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.40%	97.09%
CHEMBL230	P35354	Cyclooxygenase-2	83.17%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.56%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.54%	95.50%
CHEMBL4208	P20618	Proteasome component C5	82.33%	90.00%

Plants that contains it

• Torilis japonica

Cross-Links

• PubChem: 163000326
• LOTUS: LTS0148615
• wikiData: Q105141003