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

Details

• Internal ID: b4cd268a-affd-4d56-a570-f88abcb0507f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] acetate
• InChI: InChI=1S/C17H22O5/c1-10-5-4-6-13(9-18)8-15-16(11(2)17(20)22-15)14(7-10)21-12(3)19/h5,8,14-16,18H,2,4,6-7,9H2,1,3H3
• InChI Key: OSFQXWBKJKNDSB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9771	97.71%
Caco-2	+	0.6813	68.13%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7702	77.02%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9221	92.21%
OATP1B3 inhibitior	+	0.9298	92.98%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.6320	63.20%
BSEP inhibitior	-	0.8971	89.71%
P-glycoprotein inhibitior	-	0.7797	77.97%
P-glycoprotein substrate	-	0.8020	80.20%
CYP3A4 substrate	+	0.5946	59.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	-	0.5190	51.90%
CYP2C9 inhibition	-	0.8299	82.99%
CYP2C19 inhibition	-	0.8505	85.05%
CYP2D6 inhibition	-	0.9238	92.38%
CYP1A2 inhibition	+	0.5605	56.05%
CYP2C8 inhibition	-	0.6927	69.27%
CYP inhibitory promiscuity	-	0.8721	87.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7138	71.38%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.7686	76.86%
Skin irritation	-	0.6018	60.18%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6490	64.90%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8837	88.37%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6000	60.00%
Acute Oral Toxicity (c)	III	0.4511	45.11%
Estrogen receptor binding	-	0.7544	75.44%
Androgen receptor binding	-	0.5715	57.15%
Thyroid receptor binding	-	0.6924	69.24%
Glucocorticoid receptor binding	+	0.5980	59.80%
Aromatase binding	-	0.7058	70.58%
PPAR gamma	-	0.6152	61.52%
Honey bee toxicity	-	0.8137	81.37%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9888	98.88%

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	95.31%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.34%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.92%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.57%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.98%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.95%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.24%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	83.16%	97.79%
CHEMBL3401	O75469	Pregnane X receptor	81.85%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.33%	95.50%

Plants that contains it

• Eupatorium serotinum

Cross-Links

• PubChem: 85265704
• LOTUS: LTS0165696
• wikiData: Q105198861