Epoxyphomalin E

Details

• Internal ID: afe8d845-19a3-4d96-8fab-b7f90f4dc24c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (1R,4aR,5S,8aR)-5-[[(1S,6R)-2,5-dihydroxy-4-methyl-7-oxabicyclo[4.1.0]hept-3-en-1-yl]methyl]-1,4a,6-trimethyl-2,3,4,5,8,8a-hexahydronaphthalene-1-carboxylic acid
• SMILES (Canonical): CC1=CCC2C(C1CC34C(C=C(C(C3O4)O)C)O)(CCCC2(C)C(=O)O)C
• SMILES (Isomeric): CC1=CC[C@@H]2[C@@]([C@H]1C[C@]34[C@H](O3)C(C(=CC4O)C)O)(CCC[C@@]2(C)C(=O)O)C
• InChI: InChI=1S/C22H32O5/c1-12-6-7-15-20(3,8-5-9-21(15,4)19(25)26)14(12)11-22-16(23)10-13(2)17(24)18(22)27-22/h6,10,14-18,23-24H,5,7-9,11H2,1-4H3,(H,25,26)/t14-,15+,16?,17?,18+,20+,21+,22-/m0/s1
• InChI Key: OQFXTROEGKHUNA-FUOIZCMPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₅
• Molecular Weight: 376.50 g/mol
• Exact Mass: 376.22497412 g/mol
• Topological Polar Surface Area (TPSA): 90.30 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• RefChem:137385
• (1R,4aR,5S,8aR)-5-(((1S,6R)-2,5-dihydroxy-4-methyl-7-oxabicyclo(4.1.0)hept-3-en-1-yl)methyl)-1,4a,6-trimethyl-2,3,4,5,8,8a-hexahydronaphthalene-1-carboxylic acid
• Epoxypholamin E, (rel)-
• CHEBI:70285
• Q27138625

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9702	97.02%
Caco-2	-	0.5360	53.60%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6302	63.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7593	75.93%
OATP1B3 inhibitior	+	0.8926	89.26%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7670	76.70%
P-glycoprotein inhibitior	-	0.8526	85.26%
P-glycoprotein substrate	-	0.6874	68.74%
CYP3A4 substrate	+	0.6248	62.48%
CYP2C9 substrate	-	0.8176	81.76%
CYP2D6 substrate	-	0.8474	84.74%
CYP3A4 inhibition	-	0.7601	76.01%
CYP2C9 inhibition	-	0.7923	79.23%
CYP2C19 inhibition	-	0.7240	72.40%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.5840	58.40%
CYP2C8 inhibition	-	0.6581	65.81%
CYP inhibitory promiscuity	-	0.9044	90.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9642	96.42%
Skin irritation	+	0.5224	52.24%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6360	63.60%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5079	50.79%
skin sensitisation	-	0.7520	75.20%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6299	62.99%
Acute Oral Toxicity (c)	III	0.4195	41.95%
Estrogen receptor binding	+	0.7803	78.03%
Androgen receptor binding	+	0.5966	59.66%
Thyroid receptor binding	+	0.6523	65.23%
Glucocorticoid receptor binding	+	0.7390	73.90%
Aromatase binding	+	0.5799	57.99%
PPAR gamma	+	0.6023	60.23%
Honey bee toxicity	-	0.9148	91.48%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9900	99.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.95%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.08%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.02%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.20%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	84.90%	90.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.52%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.48%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.36%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 70698248
• LOTUS: LTS0252092
• wikiData: Q27138625