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

Details

• Internal ID: 61616eeb-8302-4c2a-8373-7d0e2878f00f
• 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-4,5,8,11a-tetrahydro-3aH-cyclodeca[b]furan-4-yl) 4-hydroxy-2-methylbut-2-enoate
• InChI: InChI=1S/C20H24O6/c1-11-5-6-15(22)13(3)10-17-18(14(4)20(24)26-17)16(9-11)25-19(23)12(2)7-8-21/h5,7,10,16-18,21H,4,6,8-9H2,1-3H3
• InChI Key: TUZUGEUMKBXBJZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.6845	68.45%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6318	63.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8952	89.52%
OATP1B3 inhibitior	+	0.9250	92.50%
MATE1 inhibitior	-	0.7812	78.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.6410	64.10%
P-glycoprotein substrate	-	0.7178	71.78%
CYP3A4 substrate	+	0.6298	62.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.6693	66.93%
CYP2C9 inhibition	-	0.8676	86.76%
CYP2C19 inhibition	-	0.8532	85.32%
CYP2D6 inhibition	-	0.9475	94.75%
CYP1A2 inhibition	-	0.5925	59.25%
CYP2C8 inhibition	-	0.6856	68.56%
CYP inhibitory promiscuity	-	0.8947	89.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6347	63.47%
Eye corrosion	-	0.9611	96.11%
Eye irritation	-	0.8686	86.86%
Skin irritation	-	0.6201	62.01%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7533	75.33%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7721	77.21%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7030	70.30%
Acute Oral Toxicity (c)	III	0.4717	47.17%
Estrogen receptor binding	+	0.6279	62.79%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5235	52.35%
Glucocorticoid receptor binding	+	0.6017	60.17%
Aromatase binding	-	0.5349	53.49%
PPAR gamma	+	0.5885	58.85%
Honey bee toxicity	-	0.6955	69.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9779	97.79%

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	95.70%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.26%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.46%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.36%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.20%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.45%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.23%	99.23%

Plants that contains it

• Eupatorium altissimum

Cross-Links

• PubChem: 162893483
• LOTUS: LTS0154057
• wikiData: Q105265140