(6-Formyl-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 4-acetyloxy-2-methylbut-2-enoate

Details

• Internal ID: fbe804bb-8175-4289-b71f-46501eccb6a1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (6-formyl-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 4-acetyloxy-2-methylbut-2-enoate
• SMILES (Canonical): CC1=CC2C(C(CC(=CCC1)C=O)OC(=O)C(=CCOC(=O)C)C)C(=C)C(=O)O2
• SMILES (Isomeric): CC1=CC2C(C(CC(=CCC1)C=O)OC(=O)C(=CCOC(=O)C)C)C(=C)C(=O)O2
• InChI: InChI=1S/C22H26O7/c1-13-6-5-7-17(12-23)11-19(20-15(3)22(26)29-18(20)10-13)28-21(25)14(2)8-9-27-16(4)24/h7-8,10,12,18-20H,3,5-6,9,11H2,1-2,4H3
• InChI Key: DUEDDXAOCLBLLA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₇
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.16785316 g/mol
• Topological Polar Surface Area (TPSA): 96.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	-	0.6102	61.02%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6990	69.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8612	86.12%
OATP1B3 inhibitior	+	0.9096	90.96%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8082	80.82%
P-glycoprotein inhibitior	+	0.7890	78.90%
P-glycoprotein substrate	-	0.6707	67.07%
CYP3A4 substrate	+	0.6441	64.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9031	90.31%
CYP3A4 inhibition	-	0.6876	68.76%
CYP2C9 inhibition	-	0.8287	82.87%
CYP2C19 inhibition	-	0.7687	76.87%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	+	0.6238	62.38%
CYP2C8 inhibition	+	0.4720	47.20%
CYP inhibitory promiscuity	-	0.8328	83.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6766	67.66%
Eye corrosion	-	0.9489	94.89%
Eye irritation	-	0.8704	87.04%
Skin irritation	-	0.5914	59.14%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4316	43.16%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	-	0.8123	81.23%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.8303	83.03%
Acute Oral Toxicity (c)	III	0.5847	58.47%
Estrogen receptor binding	+	0.5875	58.75%
Androgen receptor binding	+	0.5409	54.09%
Thyroid receptor binding	+	0.5442	54.42%
Glucocorticoid receptor binding	+	0.7107	71.07%
Aromatase binding	-	0.6466	64.66%
PPAR gamma	+	0.6104	61.04%
Honey bee toxicity	-	0.7294	72.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9938	99.38%

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	97.06%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.38%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.70%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	89.75%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.41%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.77%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.98%	97.25%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.95%	95.50%
CHEMBL2581	P07339	Cathepsin D	84.08%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.10%	99.23%
CHEMBL5028	O14672	ADAM10	82.52%	97.50%

Plants that contains it

• Stevia amambayensis
• Stevia breviaristata

Cross-Links

• PubChem: 162921221
• LOTUS: LTS0055029
• wikiData: Q104989183