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

Details

• Internal ID: 04a7ab2f-208d-4228-ae91-cfc02ab31fd7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3aR,4R,6E,10Z,11aR)-6-methyl-4-[(E)-2-methylbut-2-enoyl]oxy-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-10-carboxylic acid
• InChI: InChI=1S/C20H24O6/c1-5-12(3)19(23)25-15-9-11(2)7-6-8-14(18(21)22)10-16-17(15)13(4)20(24)26-16/h5,7,10,15-17H,4,6,8-9H2,1-3H3,(H,21,22)/b11-7+,12-5+,14-10-/t15-,16-,17-/m1/s1
• InChI Key: YGPVSWCRLPDKIL-OELOVTELSA-N
• Popularity: 2 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: 3.00
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 5
• 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	+	0.9807	98.07%
Caco-2	+	0.5272	52.72%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7057	70.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9030	90.30%
OATP1B3 inhibitior	+	0.7918	79.18%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	+	0.6695	66.95%
P-glycoprotein inhibitior	-	0.4754	47.54%
P-glycoprotein substrate	-	0.8225	82.25%
CYP3A4 substrate	+	0.5876	58.76%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.9178	91.78%
CYP3A4 inhibition	-	0.5831	58.31%
CYP2C9 inhibition	-	0.8094	80.94%
CYP2C19 inhibition	-	0.7511	75.11%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	+	0.7656	76.56%
CYP2C8 inhibition	-	0.6569	65.69%
CYP inhibitory promiscuity	-	0.9335	93.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6506	65.06%
Eye corrosion	-	0.9711	97.11%
Eye irritation	-	0.8777	87.77%
Skin irritation	-	0.5410	54.10%
Skin corrosion	-	0.9307	93.07%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4785	47.85%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6516	65.16%
skin sensitisation	-	0.8266	82.66%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7776	77.76%
Acute Oral Toxicity (c)	II	0.4837	48.37%
Estrogen receptor binding	-	0.5959	59.59%
Androgen receptor binding	-	0.4864	48.64%
Thyroid receptor binding	-	0.5722	57.22%
Glucocorticoid receptor binding	+	0.6670	66.70%
Aromatase binding	-	0.7053	70.53%
PPAR gamma	+	0.5576	55.76%
Honey bee toxicity	-	0.6656	66.56%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9939	99.39%

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	95.47%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.96%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.08%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.76%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.09%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.56%	93.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.67%	95.50%
CHEMBL2581	P07339	Cathepsin D	86.64%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.65%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	82.80%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	81.68%	91.19%
CHEMBL5028	O14672	ADAM10	80.04%	97.50%

Plants that contains it

• Ageratina palmeri
• Cronquistianthus chachapoyensis

Cross-Links

• PubChem: 162888795
• LOTUS: LTS0155589
• wikiData: Q105348217