(6,10-dimethyl-3-methylidene-2,9-dioxo-4,5,6,7,8,10,11,11a-octahydro-3aH-cyclodeca[b]furan-5-yl) 2-methylbut-2-enoate

Details

• Internal ID: 5abbacff-d702-47ad-87ac-4787218c3cc3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (6,10-dimethyl-3-methylidene-2,9-dioxo-4,5,6,7,8,10,11,11a-octahydro-3aH-cyclodeca[b]furan-5-yl) 2-methylbut-2-enoate
• InChI: InChI=1S/C20H28O5/c1-6-11(2)19(22)24-17-10-15-14(5)20(23)25-18(15)9-13(4)16(21)8-7-12(17)3/h6,12-13,15,17-18H,5,7-10H2,1-4H3
• InChI Key: RUHDFIFDAUWXFM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 5
• 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	+	0.9902	99.02%
Caco-2	+	0.8133	81.33%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6278	62.78%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8650	86.50%
OATP1B3 inhibitior	+	0.8358	83.58%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6594	65.94%
P-glycoprotein inhibitior	-	0.5591	55.91%
P-glycoprotein substrate	-	0.7930	79.30%
CYP3A4 substrate	+	0.6253	62.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9057	90.57%
CYP3A4 inhibition	-	0.6657	66.57%
CYP2C9 inhibition	-	0.8872	88.72%
CYP2C19 inhibition	-	0.7633	76.33%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	+	0.6801	68.01%
CYP2C8 inhibition	-	0.6474	64.74%
CYP inhibitory promiscuity	-	0.9063	90.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6718	67.18%
Eye corrosion	-	0.9567	95.67%
Eye irritation	-	0.8769	87.69%
Skin irritation	-	0.5522	55.22%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7576	75.76%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.8597	85.97%
skin sensitisation	-	0.7320	73.20%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5761	57.61%
Acute Oral Toxicity (c)	III	0.5982	59.82%
Estrogen receptor binding	+	0.5898	58.98%
Androgen receptor binding	+	0.5538	55.38%
Thyroid receptor binding	-	0.6366	63.66%
Glucocorticoid receptor binding	+	0.5628	56.28%
Aromatase binding	-	0.6367	63.67%
PPAR gamma	-	0.5683	56.83%
Honey bee toxicity	-	0.6861	68.61%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.96%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.74%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.77%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.42%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.59%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.13%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.68%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.59%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.47%	96.09%

Plants that contains it

• Carpesium lipskyi

Cross-Links

• PubChem: 162918654
• LOTUS: LTS0177659
• wikiData: Q105245615