Ketopelenolide C

Details

• Internal ID: e5d92117-0e36-4af6-9c37-26f29167f58d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3S,3aS,5Z,7S,10S,11aR)-7-hydroxy-3,6,10-trimethyl-3,3a,4,7,8,10,11,11a-octahydrocyclodeca[b]furan-2,9-dione
• SMILES (Canonical): CC1CC2C(CC=C(C(CC1=O)O)C)C(C(=O)O2)C
• SMILES (Isomeric): C[C@H]1C[C@@H]2[C@@H](C/C=C(\[C@H](CC1=O)O)/C)[C@@H](C(=O)O2)C
• InChI: InChI=1S/C15H22O4/c1-8-4-5-11-10(3)15(18)19-14(11)6-9(2)13(17)7-12(8)16/h4,9-12,14,16H,5-7H2,1-3H3/b8-4-/t9-,10-,11-,12-,14+/m0/s1
• InChI Key: WWFVXDDGYDVURM-SAEYYWQOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9878	98.78%
Caco-2	+	0.8226	82.26%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5833	58.33%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9415	94.15%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8549	85.49%
P-glycoprotein inhibitior	-	0.9243	92.43%
P-glycoprotein substrate	-	0.7523	75.23%
CYP3A4 substrate	+	0.5213	52.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.7509	75.09%
CYP2C9 inhibition	-	0.9113	91.13%
CYP2C19 inhibition	-	0.8943	89.43%
CYP2D6 inhibition	-	0.9617	96.17%
CYP1A2 inhibition	-	0.6206	62.06%
CYP2C8 inhibition	-	0.9262	92.62%
CYP inhibitory promiscuity	-	0.9652	96.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5412	54.12%
Eye corrosion	-	0.9715	97.15%
Eye irritation	-	0.8260	82.60%
Skin irritation	+	0.5389	53.89%
Skin corrosion	-	0.9241	92.41%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5919	59.19%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.8250	82.50%
skin sensitisation	-	0.7914	79.14%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5989	59.89%
Acute Oral Toxicity (c)	II	0.4254	42.54%
Estrogen receptor binding	-	0.5453	54.53%
Androgen receptor binding	-	0.4817	48.17%
Thyroid receptor binding	-	0.5911	59.11%
Glucocorticoid receptor binding	-	0.6590	65.90%
Aromatase binding	-	0.8495	84.95%
PPAR gamma	-	0.7896	78.96%
Honey bee toxicity	-	0.8719	87.19%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9831	98.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.01%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.33%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.28%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.07%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.72%	86.33%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.54%	86.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.86%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	81.61%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.27%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.17%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.10%	96.95%

Plants that contains it

• Artemisia arborescens

Cross-Links

• PubChem: 102279287
• LOTUS: LTS0224420
• wikiData: Q105313988