4-(4-Acetyloxy-2-methylbut-2-enoyl)oxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylic acid

Details

• Internal ID: 03773b43-a022-4541-b43b-64d10a611b38
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 4-(4-acetyloxy-2-methylbut-2-enoyl)oxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylic acid
• InChI: InChI=1S/C22H26O8/c1-12-6-5-7-16(20(24)25)11-18(19-14(3)22(27)30-17(19)10-12)29-21(26)13(2)8-9-28-15(4)23/h7-8,10,17-19H,3,5-6,9,11H2,1-2,4H3,(H,24,25)
• InChI Key: PFXCWAMTIBDTQF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₈
• Molecular Weight: 418.40 g/mol
• Exact Mass: 418.16276778 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.65
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9830	98.30%
Caco-2	-	0.6783	67.83%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7801	78.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.9242	92.42%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8444	84.44%
P-glycoprotein inhibitior	+	0.7162	71.62%
P-glycoprotein substrate	-	0.7546	75.46%
CYP3A4 substrate	+	0.6190	61.90%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.9151	91.51%
CYP3A4 inhibition	-	0.6298	62.98%
CYP2C9 inhibition	-	0.8001	80.01%
CYP2C19 inhibition	-	0.8115	81.15%
CYP2D6 inhibition	-	0.9272	92.72%
CYP1A2 inhibition	+	0.6091	60.91%
CYP2C8 inhibition	+	0.4884	48.84%
CYP inhibitory promiscuity	-	0.8883	88.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6946	69.46%
Eye corrosion	-	0.9715	97.15%
Eye irritation	-	0.8726	87.26%
Skin irritation	-	0.6201	62.01%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6413	64.13%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5891	58.91%
skin sensitisation	-	0.8723	87.23%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7170	71.70%
Acute Oral Toxicity (c)	III	0.4057	40.57%
Estrogen receptor binding	+	0.6983	69.83%
Androgen receptor binding	+	0.5663	56.63%
Thyroid receptor binding	-	0.4886	48.86%
Glucocorticoid receptor binding	+	0.6753	67.53%
Aromatase binding	-	0.6298	62.98%
PPAR gamma	+	0.6019	60.19%
Honey bee toxicity	-	0.6942	69.42%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9928	99.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.23%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.87%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.92%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.94%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.77%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.18%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.42%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.92%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.30%	93.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.88%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	81.63%	90.17%

Plants that contains it

• Stevia amambayensis

Cross-Links

• PubChem: 162934577
• LOTUS: LTS0170067
• wikiData: Q105208208