CID 163012586

Details

• Internal ID: 6bb8084c-8439-462a-a73f-579b552ad68d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• SMILES (Canonical): CC1=CC2C(=C(C(=O)O2)COC(=O)C)C(CC(=C=CC1)C)OC(=O)C
• SMILES (Isomeric): CC1=CC2C(=C(C(=O)O2)COC(=O)C)C(CC(=C=CC1)C)OC(=O)C
• InChI: InChI=1S/C19H22O6/c1-11-6-5-7-12(2)9-17-18(16(8-11)24-14(4)21)15(19(22)25-17)10-23-13(3)20/h5,9,16-17H,7-8,10H2,1-4H3
• InChI Key: ILGAJWKWEBJQAQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.7154	71.54%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6653	66.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8746	87.46%
OATP1B3 inhibitior	+	0.9096	90.96%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8065	80.65%
P-glycoprotein inhibitior	-	0.4333	43.33%
P-glycoprotein substrate	-	0.7109	71.09%
CYP3A4 substrate	+	0.5997	59.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8980	89.80%
CYP3A4 inhibition	-	0.8240	82.40%
CYP2C9 inhibition	-	0.8091	80.91%
CYP2C19 inhibition	-	0.8338	83.38%
CYP2D6 inhibition	-	0.9465	94.65%
CYP1A2 inhibition	+	0.5544	55.44%
CYP2C8 inhibition	-	0.6805	68.05%
CYP inhibitory promiscuity	-	0.7991	79.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6076	60.76%
Eye corrosion	-	0.9586	95.86%
Eye irritation	-	0.8076	80.76%
Skin irritation	-	0.6091	60.91%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6548	65.48%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5801	58.01%
skin sensitisation	-	0.7677	76.77%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7242	72.42%
Acute Oral Toxicity (c)	III	0.5685	56.85%
Estrogen receptor binding	-	0.6557	65.57%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5650	56.50%
Glucocorticoid receptor binding	+	0.6103	61.03%
Aromatase binding	-	0.7969	79.69%
PPAR gamma	+	0.5483	54.83%
Honey bee toxicity	-	0.7763	77.63%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9819	98.19%

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	96.04%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.63%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.19%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.27%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.96%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.62%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.00%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.86%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.64%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.34%	99.17%

Plants that contains it

• Lepidaploa cotoneaster

Cross-Links

• PubChem: 163012586
• LOTUS: LTS0003120
• wikiData: Q105115178