[3-Hydroxy-3-(hydroxymethyl)-6,10-dimethyl-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] acetate

Details

• Internal ID: 30f5f844-5740-4446-9de3-0d575fe28e59
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [3-hydroxy-3-(hydroxymethyl)-6,10-dimethyl-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] acetate
• InChI: InChI=1S/C17H24O6/c1-10-5-4-6-11(2)8-14-15(13(7-10)22-12(3)19)17(21,9-18)16(20)23-14/h5,8,13-15,18,21H,4,6-7,9H2,1-3H3
• InChI Key: BORYDTIXUDWCMC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₆
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.15728848 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9346	93.46%
Caco-2	-	0.5272	52.72%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7698	76.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9243	92.43%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6564	65.64%
BSEP inhibitior	-	0.7191	71.91%
P-glycoprotein inhibitior	-	0.7988	79.88%
P-glycoprotein substrate	-	0.8156	81.56%
CYP3A4 substrate	+	0.6384	63.84%
CYP2C9 substrate	-	0.8182	81.82%
CYP2D6 substrate	-	0.8779	87.79%
CYP3A4 inhibition	-	0.5111	51.11%
CYP2C9 inhibition	-	0.7781	77.81%
CYP2C19 inhibition	-	0.8581	85.81%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	-	0.5577	55.77%
CYP2C8 inhibition	-	0.8165	81.65%
CYP inhibitory promiscuity	-	0.9506	95.06%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5277	52.77%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9185	91.85%
Skin irritation	+	0.6354	63.54%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7177	71.77%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.9183	91.83%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6846	68.46%
Acute Oral Toxicity (c)	III	0.5184	51.84%
Estrogen receptor binding	-	0.6672	66.72%
Androgen receptor binding	-	0.4943	49.43%
Thyroid receptor binding	-	0.5489	54.89%
Glucocorticoid receptor binding	+	0.6359	63.59%
Aromatase binding	-	0.6227	62.27%
PPAR gamma	-	0.6598	65.98%
Honey bee toxicity	-	0.8586	85.86%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9466	94.66%

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	96.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.04%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.17%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.82%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.43%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.44%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.39%	97.25%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.33%	94.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.10%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.00%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.16%	100.00%

Plants that contains it

• Bartlettina karwinskiana

Cross-Links

• PubChem: 163015009
• LOTUS: LTS0150647
• wikiData: Q104939532