Repraesentin E

Details

• Internal ID: 6c59f147-91aa-4f44-aae3-65f7495cd9ea
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 6-hydroxy-5,7-dimethyl-3-oxo-1,4,5,5a,6,8,8a,9-octahydroazuleno[5,6-c]furan-7-carboxylic acid
• SMILES (Canonical): CC1CC2=C(CC3C1C(C(C3)(C)C(=O)O)O)COC2=O
• SMILES (Isomeric): CC1CC2=C(CC3C1C(C(C3)(C)C(=O)O)O)COC2=O
• InChI: InChI=1S/C15H20O5/c1-7-3-10-9(6-20-13(10)17)4-8-5-15(2,14(18)19)12(16)11(7)8/h7-8,11-12,16H,3-6H2,1-2H3,(H,18,19)
• InChI Key: VGLFPPRJHYACEV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• RefChem:178880
• 6-hydroxy-5,7-dimethyl-3-oxo-1,4,5,5a,6,8,8a,9-octahydroazuleno(5,6-c)furan-7-carboxylic acid
• CHEBI:217491
• 6-hydroxy-5,7-dimethyl-3-oxo-1,4,5,5a,6,8,8a,9-octahydroazuleno[5,6-c]uran-7-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9582	95.82%
Caco-2	+	0.5384	53.84%
Blood Brain Barrier	+	0.5294	52.94%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7290	72.90%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9006	90.06%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7811	78.11%
P-glycoprotein inhibitior	-	0.9481	94.81%
P-glycoprotein substrate	-	0.8084	80.84%
CYP3A4 substrate	+	0.5271	52.71%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.9061	90.61%
CYP3A4 inhibition	-	0.9050	90.50%
CYP2C9 inhibition	-	0.7562	75.62%
CYP2C19 inhibition	-	0.8680	86.80%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.6387	63.87%
CYP2C8 inhibition	-	0.9403	94.03%
CYP inhibitory promiscuity	-	0.8790	87.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Non-required	0.5248	52.48%
Eye corrosion	-	0.9771	97.71%
Eye irritation	-	0.8908	89.08%
Skin irritation	-	0.6223	62.23%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	+	0.5717	57.17%
Human Ether-a-go-go-Related Gene inhibition	-	0.5869	58.69%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5843	58.43%
skin sensitisation	-	0.8220	82.20%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6481	64.81%
Acute Oral Toxicity (c)	III	0.3712	37.12%
Estrogen receptor binding	-	0.6052	60.52%
Androgen receptor binding	+	0.5224	52.24%
Thyroid receptor binding	+	0.5571	55.71%
Glucocorticoid receptor binding	+	0.5852	58.52%
Aromatase binding	-	0.7963	79.63%
PPAR gamma	-	0.5054	50.54%
Honey bee toxicity	-	0.8525	85.25%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9890	98.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.52%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.36%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.66%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.56%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.93%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	86.71%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.90%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.71%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.17%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.79%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.44%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102384489
• LOTUS: LTS0145265
• wikiData: Q77565431