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

Details

• Internal ID: 2615bf89-1eb6-4bb1-a341-86c16cab060c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [3-(hydroxymethyl)-6,10-dimethyl-2-oxo-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-9-yl] acetate
• SMILES (Canonical): CC1=CCC(C(=CC2C(=C(C(=O)O2)CO)CC1)C)OC(=O)C
• SMILES (Isomeric): CC1=CCC(C(=CC2C(=C(C(=O)O2)CO)CC1)C)OC(=O)C
• InChI: InChI=1S/C17H22O5/c1-10-4-6-13-14(9-18)17(20)22-16(13)8-11(2)15(7-5-10)21-12(3)19/h5,8,15-16,18H,4,6-7,9H2,1-3H3
• InChI Key: KHGWZYVQWFPLPX-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: 1.30
• Atomic LogP (AlogP): 2.21
• 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	+	0.9794	97.94%
Caco-2	+	0.6562	65.62%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7716	77.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9081	90.81%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7349	73.49%
P-glycoprotein inhibitior	-	0.7266	72.66%
P-glycoprotein substrate	-	0.7872	78.72%
CYP3A4 substrate	+	0.5783	57.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9002	90.02%
CYP3A4 inhibition	+	0.5387	53.87%
CYP2C9 inhibition	-	0.8136	81.36%
CYP2C19 inhibition	-	0.8551	85.51%
CYP2D6 inhibition	-	0.9174	91.74%
CYP1A2 inhibition	+	0.7398	73.98%
CYP2C8 inhibition	-	0.7349	73.49%
CYP inhibitory promiscuity	-	0.8806	88.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6285	62.85%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.9168	91.68%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5645	56.45%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5925	59.25%
skin sensitisation	-	0.9018	90.18%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7181	71.81%
Acute Oral Toxicity (c)	III	0.5667	56.67%
Estrogen receptor binding	-	0.6440	64.40%
Androgen receptor binding	-	0.6023	60.23%
Thyroid receptor binding	-	0.6374	63.74%
Glucocorticoid receptor binding	+	0.5413	54.13%
Aromatase binding	-	0.7532	75.32%
PPAR gamma	+	0.5182	51.82%
Honey bee toxicity	-	0.8291	82.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9733	97.33%

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	95.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.29%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.89%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	84.87%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.35%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.14%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.43%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.53%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.26%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.20%	94.00%

Plants that contains it

• Pentzia eenii
• Ursinia nana

Cross-Links

• PubChem: 162898497
• LOTUS: LTS0231570
• wikiData: Q105141149