(5-Acetyloxy-6-formyl-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 2-methylbutanoate

Details

• Internal ID: 1f502db4-3f21-4f91-8d3e-181cdde2283c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (5-acetyloxy-6-formyl-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2C(C=C(CCC=C(C1OC(=O)C)C=O)C)OC(=O)C2=C
• SMILES (Isomeric): CCC(C)C(=O)OC1C2C(C=C(CCC=C(C1OC(=O)C)C=O)C)OC(=O)C2=C
• InChI: InChI=1S/C22H28O7/c1-6-13(3)21(25)29-20-18-14(4)22(26)28-17(18)10-12(2)8-7-9-16(11-23)19(20)27-15(5)24/h9-11,13,17-20H,4,6-8H2,1-3,5H3
• InChI Key: ZZUJVHJBKCQCFA-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): 96.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.84
• 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	+	0.9908	99.08%
Caco-2	+	0.6357	63.57%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4861	48.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8467	84.67%
OATP1B3 inhibitior	+	0.9011	90.11%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7724	77.24%
P-glycoprotein inhibitior	+	0.7162	71.62%
P-glycoprotein substrate	-	0.6118	61.18%
CYP3A4 substrate	+	0.6076	60.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9031	90.31%
CYP3A4 inhibition	-	0.6437	64.37%
CYP2C9 inhibition	-	0.7977	79.77%
CYP2C19 inhibition	-	0.6302	63.02%
CYP2D6 inhibition	-	0.9109	91.09%
CYP1A2 inhibition	+	0.6373	63.73%
CYP2C8 inhibition	-	0.6299	62.99%
CYP inhibitory promiscuity	-	0.6617	66.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5621	56.21%
Eye corrosion	-	0.9381	93.81%
Eye irritation	-	0.8252	82.52%
Skin irritation	-	0.5914	59.14%
Skin corrosion	-	0.9101	91.01%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6638	66.38%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6293	62.93%
skin sensitisation	-	0.6810	68.10%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6647	66.47%
Acute Oral Toxicity (c)	III	0.4544	45.44%
Estrogen receptor binding	+	0.6046	60.46%
Androgen receptor binding	+	0.5766	57.66%
Thyroid receptor binding	-	0.5730	57.30%
Glucocorticoid receptor binding	+	0.6982	69.82%
Aromatase binding	-	0.6473	64.73%
PPAR gamma	+	0.5693	56.93%
Honey bee toxicity	-	0.7465	74.65%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9880	98.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.09%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.61%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.32%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.75%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.07%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.65%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.82%	94.73%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.28%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.64%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.61%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.53%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.24%	95.50%

Plants that contains it

• Acanthospermum hispidum

Cross-Links

• PubChem: 162993810
• LOTUS: LTS0000839
• wikiData: Q105387086