(1S,4S,8R,10S,11S,14S)-11-ethyl-12-oxo-7,9,13-trioxatetracyclo[6.5.1.01,10.04,14]tetradeca-2,5-diene-5-carboxylic acid

Details

• Internal ID: 68ef3211-17cc-4b95-9161-1461320e06d1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,4S,8R,10S,11S,14S)-11-ethyl-12-oxo-7,9,13-trioxatetracyclo[6.5.1.01,10.04,14]tetradeca-2,5-diene-5-carboxylic acid
• SMILES (Canonical): CCC1C2C3(C=CC4C3C(O2)OC=C4C(=O)O)OC1=O
• SMILES (Isomeric): CC[C@H]1[C@H]2[C@@]3(C=C[C@H]4[C@@H]3[C@@H](O2)OC=C4C(=O)O)OC1=O
• InChI: InChI=1S/C14H14O6/c1-2-6-10-14(20-12(6)17)4-3-7-8(11(15)16)5-18-13(19-10)9(7)14/h3-7,9-10,13H,2H2,1H3,(H,15,16)/t6-,7+,9+,10-,13+,14-/m0/s1
• InChI Key: GRJLGDWPUYQSHL-YFSQTLAZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₆
• Molecular Weight: 278.26 g/mol
• Exact Mass: 278.07903816 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.83
• 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	+	0.9803	98.03%
Caco-2	-	0.6675	66.75%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7394	73.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8290	82.90%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8192	81.92%
P-glycoprotein inhibitior	-	0.9306	93.06%
P-glycoprotein substrate	-	0.7672	76.72%
CYP3A4 substrate	+	0.5388	53.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8851	88.51%
CYP3A4 inhibition	-	0.7710	77.10%
CYP2C9 inhibition	-	0.8132	81.32%
CYP2C19 inhibition	-	0.8338	83.38%
CYP2D6 inhibition	-	0.9575	95.75%
CYP1A2 inhibition	-	0.8521	85.21%
CYP2C8 inhibition	-	0.7318	73.18%
CYP inhibitory promiscuity	-	0.8367	83.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.3926	39.26%
Eye corrosion	-	0.9472	94.72%
Eye irritation	-	0.8480	84.80%
Skin irritation	+	0.5223	52.23%
Skin corrosion	-	0.8245	82.45%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7723	77.23%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6110	61.10%
skin sensitisation	-	0.6523	65.23%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7905	79.05%
Acute Oral Toxicity (c)	III	0.5696	56.96%
Estrogen receptor binding	+	0.8529	85.29%
Androgen receptor binding	+	0.5516	55.16%
Thyroid receptor binding	-	0.6435	64.35%
Glucocorticoid receptor binding	-	0.7371	73.71%
Aromatase binding	-	0.6156	61.56%
PPAR gamma	-	0.5329	53.29%
Honey bee toxicity	-	0.9068	90.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8291	82.91%

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	94.77%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.07%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.73%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.52%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.94%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.70%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.39%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.62%	89.00%
CHEMBL4208	P20618	Proteasome component C5	83.13%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.93%	99.23%

Plants that contains it

• Acacia salicina
• Achillea santolinoides subsp. wilhelmsii
• Ajania nubigena
• Backhousia angustifolia
• Blighia welwitschii
• Cunninghamia konishii
• Dioscorea villosa
• Juniperus ashei
• Kalanchoe blossfeldiana
• Sassafras albidum

Cross-Links

• PubChem: 38348951
• NPASS: NPC110177