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

Details

• Internal ID: 72442980-e0da-4510-b4a4-d0c64bdcb8d8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3S,3aR,4R,6E,8R,10E,11aR)-3-(chloromethyl)-3,8-dihydroxy-6,10-dimethyl-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] acetate
• InChI: InChI=1S/C17H23ClO6/c1-9-4-12(20)5-10(2)7-14-15(13(6-9)23-11(3)19)17(22,8-18)16(21)24-14/h4,7,12-15,20,22H,5-6,8H2,1-3H3/b9-4+,10-7+/t12-,13+,14+,15+,17-/m0/s1
• InChI Key: LEQCGOCWIBCMAB-GQOUVPEOSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃ClO₆
• Molecular Weight: 358.80 g/mol
• Exact Mass: 358.1183161 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.48
• 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	+	0.9728	97.28%
Caco-2	-	0.5465	54.65%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6443	64.43%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8929	89.29%
OATP1B3 inhibitior	+	0.8812	88.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5990	59.90%
P-glycoprotein inhibitior	-	0.7449	74.49%
P-glycoprotein substrate	-	0.7559	75.59%
CYP3A4 substrate	+	0.6544	65.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8695	86.95%
CYP3A4 inhibition	-	0.6565	65.65%
CYP2C9 inhibition	-	0.8296	82.96%
CYP2C19 inhibition	-	0.7924	79.24%
CYP2D6 inhibition	-	0.9175	91.75%
CYP1A2 inhibition	-	0.7432	74.32%
CYP2C8 inhibition	-	0.8074	80.74%
CYP inhibitory promiscuity	-	0.8885	88.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8544	85.44%
Carcinogenicity (trinary)	Danger	0.4145	41.45%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.8938	89.38%
Skin irritation	-	0.5662	56.62%
Skin corrosion	-	0.9078	90.78%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7438	74.38%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6659	66.59%
skin sensitisation	-	0.7808	78.08%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7330	73.30%
Acute Oral Toxicity (c)	III	0.4628	46.28%
Estrogen receptor binding	-	0.5257	52.57%
Androgen receptor binding	-	0.5164	51.64%
Thyroid receptor binding	+	0.5382	53.82%
Glucocorticoid receptor binding	+	0.5574	55.74%
Aromatase binding	-	0.6565	65.65%
PPAR gamma	-	0.6376	63.76%
Honey bee toxicity	-	0.7816	78.16%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9448	94.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.85%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.59%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.44%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.83%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.03%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.02%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.50%	95.89%

Plants that contains it

• Eupatorium chinense
• Eupatorium glehnii

Cross-Links

• PubChem: 163068261
• LOTUS: LTS0060119
• wikiData: Q105150718