Phomopsolide A

Details

• Internal ID: 39b9364a-898e-4518-87a7-c880f70eb17a
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: [(2S,3S)-2-[(Z)-4-hydroxy-3-oxopent-1-enyl]-6-oxo-2,3-dihydropyran-3-yl] (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C15H18O6/c1-4-9(2)15(19)21-13-7-8-14(18)20-12(13)6-5-11(17)10(3)16/h4-8,10,12-13,16H,1-3H3/b6-5-,9-4+/t10?,12-,13-/m0/s1
• InChI Key: LJWPJGJLPBFTPH-UZXIAGNXSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.11033829 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• 97529-83-4
• [(2S,3S)-2-[(Z)-4-hydroxy-3-oxopent-1-enyl]-6-oxo-2,3-dihydropyran-3-yl] (E)-2-methylbut-2-enoate
• CHEMBL508075

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9179	91.79%
Caco-2	+	0.5759	57.59%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8150	81.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8634	86.34%
OATP1B3 inhibitior	+	0.9591	95.91%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5452	54.52%
P-glycoprotein inhibitior	-	0.8279	82.79%
P-glycoprotein substrate	-	0.8271	82.71%
CYP3A4 substrate	+	0.5269	52.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9040	90.40%
CYP3A4 inhibition	-	0.9331	93.31%
CYP2C9 inhibition	-	0.9573	95.73%
CYP2C19 inhibition	-	0.8029	80.29%
CYP2D6 inhibition	-	0.9214	92.14%
CYP1A2 inhibition	-	0.9450	94.50%
CYP2C8 inhibition	-	0.8962	89.62%
CYP inhibitory promiscuity	-	0.8923	89.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8367	83.67%
Carcinogenicity (trinary)	Non-required	0.4995	49.95%
Eye corrosion	-	0.9230	92.30%
Eye irritation	-	0.8899	88.99%
Skin irritation	-	0.5249	52.49%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3962	39.62%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5378	53.78%
skin sensitisation	-	0.7825	78.25%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6252	62.52%
Acute Oral Toxicity (c)	III	0.5408	54.08%
Estrogen receptor binding	+	0.5740	57.40%
Androgen receptor binding	-	0.6888	68.88%
Thyroid receptor binding	-	0.6129	61.29%
Glucocorticoid receptor binding	-	0.7816	78.16%
Aromatase binding	-	0.5886	58.86%
PPAR gamma	-	0.8301	83.01%
Honey bee toxicity	-	0.6676	66.76%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8222	82.22%

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	95.65%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.84%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.71%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.96%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.78%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.77%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.38%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	83.40%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.61%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6442340
• LOTUS: LTS0018049
• wikiData: Q105152871