[(3aS,5R,6E,9S,10E,11aS)-5-acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-9-yl] acetate

Details

• Internal ID: c160f127-4c81-49a7-8dc2-d1f27997e890
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aS,5R,6E,9S,10E,11aS)-5-acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-9-yl] acetate
• InChI: InChI=1S/C19H24O6/c1-10-6-7-16(23-13(4)20)11(2)8-18-15(12(3)19(22)25-18)9-17(10)24-14(5)21/h6,8,15-18H,3,7,9H2,1-2,4-5H3/b10-6+,11-8+/t15-,16-,17+,18-/m0/s1
• InChI Key: RHDVXILWSDGUTG-HUCOFVPCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.15728848 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.5926	59.26%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5823	58.23%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8909	89.09%
OATP1B3 inhibitior	+	0.8741	87.41%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5592	55.92%
P-glycoprotein inhibitior	-	0.4291	42.91%
P-glycoprotein substrate	-	0.8646	86.46%
CYP3A4 substrate	+	0.5783	57.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.8061	80.61%
CYP2C9 inhibition	-	0.9124	91.24%
CYP2C19 inhibition	-	0.8196	81.96%
CYP2D6 inhibition	-	0.9536	95.36%
CYP1A2 inhibition	-	0.5732	57.32%
CYP2C8 inhibition	-	0.7250	72.50%
CYP inhibitory promiscuity	-	0.8538	85.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9042	90.42%
Carcinogenicity (trinary)	Non-required	0.6301	63.01%
Eye corrosion	-	0.9375	93.75%
Eye irritation	-	0.8004	80.04%
Skin irritation	-	0.6281	62.81%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5392	53.92%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.8875	88.75%
skin sensitisation	-	0.6019	60.19%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4724	47.24%
Acute Oral Toxicity (c)	III	0.5834	58.34%
Estrogen receptor binding	+	0.7068	70.68%
Androgen receptor binding	-	0.6614	66.14%
Thyroid receptor binding	-	0.5843	58.43%
Glucocorticoid receptor binding	+	0.6902	69.02%
Aromatase binding	-	0.5873	58.73%
PPAR gamma	+	0.5926	59.26%
Honey bee toxicity	-	0.7137	71.37%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9849	98.49%

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	93.18%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.43%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.97%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	87.48%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.81%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.35%	85.14%
CHEMBL2581	P07339	Cathepsin D	84.69%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.28%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.00%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.25%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.08%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.49%	95.50%
CHEMBL4208	P20618	Proteasome component C5	80.11%	90.00%

Plants that contains it

• Ursinia saxatilis

Cross-Links

• PubChem: 163031547
• LOTUS: LTS0274689
• wikiData: Q105236307