Dihydrophomopsolide A

Details

• Internal ID: 361947f0-1112-4981-9836-6df2f7b1ea35
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: [2-(4-hydroxy-3-oxopentyl)-6-oxo-2,3-dihydropyran-3-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C=CC(=O)OC1CCC(=O)C(C)O
• SMILES (Isomeric): C/C=C(\C)/C(=O)OC1C=CC(=O)OC1CCC(=O)C(C)O
• InChI: InChI=1S/C15H20O6/c1-4-9(2)15(19)21-13-7-8-14(18)20-12(13)6-5-11(17)10(3)16/h4,7-8,10,12-13,16H,5-6H2,1-3H3/b9-4+
• InChI Key: DZUFXUWCLMAHIK-RUDMXATFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₆
• Molecular Weight: 296.31 g/mol
• Exact Mass: 296.12598835 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.08
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• [2-(4-hydroxy-3-oxopentyl)-6-oxo-2,3-dihydropyran-3-yl] (E)-2-methylbut-2-enoate
• (2-(4-hydroxy-3-oxopentyl)-6-oxo-2,3-dihydropyran-3-yl) (E)-2-methylbut-2-enoate
• RefChem:133911
• CHEBI:198103

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8484	84.84%
Caco-2	-	0.7108	71.08%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8423	84.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8253	82.53%
OATP1B3 inhibitior	+	0.9190	91.90%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7736	77.36%
P-glycoprotein inhibitior	-	0.9216	92.16%
P-glycoprotein substrate	-	0.8682	86.82%
CYP3A4 substrate	+	0.5148	51.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8994	89.94%
CYP3A4 inhibition	-	0.9025	90.25%
CYP2C9 inhibition	-	0.8888	88.88%
CYP2C19 inhibition	-	0.7961	79.61%
CYP2D6 inhibition	-	0.8611	86.11%
CYP1A2 inhibition	-	0.8810	88.10%
CYP2C8 inhibition	-	0.8769	87.69%
CYP inhibitory promiscuity	-	0.8811	88.11%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.7185	71.85%
Eye corrosion	-	0.9734	97.34%
Eye irritation	-	0.9587	95.87%
Skin irritation	-	0.5852	58.52%
Skin corrosion	-	0.9204	92.04%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3906	39.06%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5536	55.36%
skin sensitisation	-	0.7949	79.49%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7421	74.21%
Acute Oral Toxicity (c)	III	0.6906	69.06%
Estrogen receptor binding	-	0.6461	64.61%
Androgen receptor binding	-	0.7136	71.36%
Thyroid receptor binding	-	0.6867	68.67%
Glucocorticoid receptor binding	-	0.7221	72.21%
Aromatase binding	-	0.8199	81.99%
PPAR gamma	-	0.8153	81.53%
Honey bee toxicity	-	0.8033	80.33%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.7821	78.21%

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	94.96%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.97%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.84%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.16%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.08%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.69%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.77%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.15%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.91%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.81%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.82%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10357201
• LOTUS: LTS0090016
• wikiData: Q75057948