Ephemeranthone

Details

• Internal ID: 8f61b03d-9ce1-49c9-b038-9ab4b66aa71e
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 7-hydroxy-2-methoxy-3-propanoyl-9,10-dihydrophenanthrene-1,4-dione
• SMILES (Canonical): CCC(=O)C1=C(C(=O)C2=C(C1=O)C3=C(CC2)C=C(C=C3)O)OC
• SMILES (Isomeric): CCC(=O)C1=C(C(=O)C2=C(C1=O)C3=C(CC2)C=C(C=C3)O)OC
• InChI: InChI=1S/C18H16O5/c1-3-13(20)15-17(22)14-11-7-5-10(19)8-9(11)4-6-12(14)16(21)18(15)23-2/h5,7-8,19H,3-4,6H2,1-2H3
• InChI Key: MBJQRQOKXCSGJB-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.12
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEMBL481835

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.8489	84.89%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8766	87.66%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8772	87.72%
OATP1B3 inhibitior	+	0.9671	96.71%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4944	49.44%
P-glycoprotein inhibitior	-	0.8536	85.36%
P-glycoprotein substrate	-	0.5578	55.78%
CYP3A4 substrate	+	0.6007	60.07%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8346	83.46%
CYP3A4 inhibition	-	0.7218	72.18%
CYP2C9 inhibition	+	0.6518	65.18%
CYP2C19 inhibition	+	0.5925	59.25%
CYP2D6 inhibition	-	0.7112	71.12%
CYP1A2 inhibition	+	0.8056	80.56%
CYP2C8 inhibition	+	0.5799	57.99%
CYP inhibitory promiscuity	+	0.7254	72.54%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9017	90.17%
Carcinogenicity (trinary)	Non-required	0.6342	63.42%
Eye corrosion	-	0.9835	98.35%
Eye irritation	+	0.6178	61.78%
Skin irritation	-	0.7012	70.12%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5960	59.60%
Micronuclear	-	0.5082	50.82%
Hepatotoxicity	-	0.5916	59.16%
skin sensitisation	-	0.7328	73.28%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7734	77.34%
Acute Oral Toxicity (c)	III	0.4619	46.19%
Estrogen receptor binding	+	0.7137	71.37%
Androgen receptor binding	+	0.7767	77.67%
Thyroid receptor binding	-	0.7296	72.96%
Glucocorticoid receptor binding	+	0.7723	77.23%
Aromatase binding	-	0.6332	63.32%
PPAR gamma	+	0.8016	80.16%
Honey bee toxicity	-	0.9467	94.67%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9681	96.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.35%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.33%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.50%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.05%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.31%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.00%	86.33%
CHEMBL4208	P20618	Proteasome component C5	89.21%	90.00%
CHEMBL2535	P11166	Glucose transporter	87.15%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.20%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.20%	95.89%

Plants that contains it

• Dendrobium xantholeucum

Cross-Links

• PubChem: 44575342
• LOTUS: LTS0003346
• wikiData: Q105160813