(4-acetyloxy-7-hydroxy-10-methyl-3,6-dimethylidene-2-oxo-4,5,7,8,11,11a-hexahydro-3aH-cyclodeca[b]furan-11-yl) 2-methylbut-2-enoate

Details

• Internal ID: 2872e15c-fbcf-4996-9126-cafd7f3e79e1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4-acetyloxy-7-hydroxy-10-methyl-3,6-dimethylidene-2-oxo-4,5,7,8,11,11a-hexahydro-3aH-cyclodeca[b]furan-11-yl) 2-methylbut-2-enoate
• InChI: InChI=1S/C22H28O7/c1-7-11(2)21(25)28-19-12(3)8-9-16(24)13(4)10-17(27-15(6)23)18-14(5)22(26)29-20(18)19/h7-8,16-20,24H,4-5,9-10H2,1-3,6H3
• InChI Key: RXBFCNRZMOYQNU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₇
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.18350323 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 7
• 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	+	0.9874	98.74%
Caco-2	-	0.5219	52.19%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6111	61.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8745	87.45%
OATP1B3 inhibitior	+	0.9199	91.99%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7393	73.93%
P-glycoprotein inhibitior	+	0.6194	61.94%
P-glycoprotein substrate	-	0.6399	63.99%
CYP3A4 substrate	+	0.6257	62.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9014	90.14%
CYP3A4 inhibition	-	0.6068	60.68%
CYP2C9 inhibition	-	0.9067	90.67%
CYP2C19 inhibition	-	0.8423	84.23%
CYP2D6 inhibition	-	0.9559	95.59%
CYP1A2 inhibition	-	0.7151	71.51%
CYP2C8 inhibition	-	0.6931	69.31%
CYP inhibitory promiscuity	-	0.9572	95.72%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5734	57.34%
Eye corrosion	-	0.9578	95.78%
Eye irritation	-	0.8886	88.86%
Skin irritation	-	0.5990	59.90%
Skin corrosion	-	0.9242	92.42%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4918	49.18%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.7283	72.83%
skin sensitisation	-	0.7618	76.18%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7591	75.91%
Acute Oral Toxicity (c)	III	0.3559	35.59%
Estrogen receptor binding	+	0.6798	67.98%
Androgen receptor binding	+	0.5802	58.02%
Thyroid receptor binding	-	0.5365	53.65%
Glucocorticoid receptor binding	+	0.7918	79.18%
Aromatase binding	-	0.6941	69.41%
PPAR gamma	+	0.5999	59.99%
Honey bee toxicity	-	0.6577	65.77%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9660	96.60%

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	94.66%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.12%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	91.11%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.19%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.96%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.55%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	87.46%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.25%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.33%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.14%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.72%	94.45%

Plants that contains it

• Calea jamaicensis

Cross-Links

• PubChem: 162850042
• LOTUS: LTS0035287
• wikiData: Q105246897