Diaporthol A

Details

• Internal ID: d3d51479-6dfd-4b5a-a47b-4499b0e43fc2
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 4-hydroxy-6,15,15-trimethyl-2,10,14-trioxatetracyclo[10.8.0.03,8.013,18]icosa-1(12),3(8),4,6,13(18),16,19-heptaen-11-one
• InChI: InChI=1S/C20H18O5/c1-11-8-13-10-23-19(22)16-15(24-17(13)14(21)9-11)5-4-12-6-7-20(2,3)25-18(12)16/h4-9,21H,10H2,1-3H3
• InChI Key: MZCAUGGKMHNFAK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.11542367 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.35
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9542	95.42%
Caco-2	+	0.7989	79.89%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7591	75.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9105	91.05%
OATP1B3 inhibitior	+	0.9591	95.91%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8047	80.47%
P-glycoprotein inhibitior	-	0.5661	56.61%
P-glycoprotein substrate	-	0.7724	77.24%
CYP3A4 substrate	+	0.5928	59.28%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.8236	82.36%
CYP3A4 inhibition	-	0.8027	80.27%
CYP2C9 inhibition	+	0.5061	50.61%
CYP2C19 inhibition	+	0.5312	53.12%
CYP2D6 inhibition	-	0.8335	83.35%
CYP1A2 inhibition	+	0.6638	66.38%
CYP2C8 inhibition	-	0.5688	56.88%
CYP inhibitory promiscuity	-	0.6628	66.28%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5463	54.63%
Eye corrosion	-	0.9907	99.07%
Eye irritation	+	0.6836	68.36%
Skin irritation	-	0.7524	75.24%
Skin corrosion	-	0.9574	95.74%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6125	61.25%
Micronuclear	+	0.5459	54.59%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.7444	74.44%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5646	56.46%
Acute Oral Toxicity (c)	III	0.4628	46.28%
Estrogen receptor binding	+	0.9067	90.67%
Androgen receptor binding	+	0.7631	76.31%
Thyroid receptor binding	+	0.6490	64.90%
Glucocorticoid receptor binding	+	0.8042	80.42%
Aromatase binding	-	0.6135	61.35%
PPAR gamma	+	0.8354	83.54%
Honey bee toxicity	-	0.8862	88.62%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9710	97.10%

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	99.56%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.08%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.05%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.29%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.80%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.47%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.48%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.04%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.72%	86.33%
CHEMBL4208	P20618	Proteasome component C5	89.05%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	88.54%	94.73%
CHEMBL2039	P27338	Monoamine oxidase B	88.20%	92.51%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.26%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.73%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.72%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.60%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.49%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591242
• LOTUS: LTS0105814
• wikiData: Q104172191