Phomoeuphorbin A

Details

• Internal ID: 93ac0dfc-b367-46b3-bd89-8087829449a5
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (2E,4E)-5-[(3R,6R,7R)-6,7-dihydroxy-7-methyl-8-oxo-4,6-dihydro-3H-isochromen-3-yl]penta-2,4-dienoic acid
• InChI: InChI=1S/C15H16O6/c1-15(20)12(16)7-9-6-10(4-2-3-5-13(17)18)21-8-11(9)14(15)19/h2-5,7-8,10,12,16,20H,6H2,1H3,(H,17,18)/b4-2+,5-3+/t10-,12+,15+/m0/s1
• InChI Key: YATGZZBUFTZBHV-DYYNFPDUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₆
• Molecular Weight: 292.28 g/mol
• Exact Mass: 292.09468823 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.48
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• (2E,4E)-5-[(3R,6R,7R)-6,7-Dihydroxy-7-methyl-8-oxo-4,6-dihydro-3H-isochromen-3-yl]penta-2,4-dienoic acid
• (2E,4E)-5-((3R,6R,7R)-6,7-dihydroxy-7-methyl-8-oxo-4,6-dihydro-3H-isochromen-3-yl)penta-2,4-dienoic acid
• RefChem:173325
• 1092795-52-2
• CHEBI:218713

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8889	88.89%
Caco-2	-	0.5345	53.45%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7638	76.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8539	85.39%
OATP1B3 inhibitior	+	0.9824	98.24%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8421	84.21%
P-glycoprotein inhibitior	-	0.9382	93.82%
P-glycoprotein substrate	-	0.7998	79.98%
CYP3A4 substrate	+	0.5967	59.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8908	89.08%
CYP3A4 inhibition	-	0.8479	84.79%
CYP2C9 inhibition	-	0.7924	79.24%
CYP2C19 inhibition	-	0.8651	86.51%
CYP2D6 inhibition	-	0.8977	89.77%
CYP1A2 inhibition	-	0.8669	86.69%
CYP2C8 inhibition	-	0.7638	76.38%
CYP inhibitory promiscuity	-	0.9235	92.35%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.3947	39.47%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.8909	89.09%
Skin irritation	+	0.4912	49.12%
Skin corrosion	-	0.8671	86.71%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6092	60.92%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7823	78.23%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5146	51.46%
Acute Oral Toxicity (c)	III	0.3467	34.67%
Estrogen receptor binding	+	0.6454	64.54%
Androgen receptor binding	-	0.6178	61.78%
Thyroid receptor binding	-	0.6173	61.73%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5204	52.04%
PPAR gamma	-	0.5992	59.92%
Honey bee toxicity	-	0.8380	83.80%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8175	81.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.54%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.19%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.28%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.32%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.24%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	83.69%	90.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.40%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.50%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.05%	94.45%
CHEMBL5028	O14672	ADAM10	81.13%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 25113768
• LOTUS: LTS0011810
• wikiData: Q77502096