Nectriapyrone A

Details

• Internal ID: 124346ee-3b44-4137-8c87-17537226f66e
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 6,8-dihydroxy-3,4,7-trimethylisochromen-1-one
• SMILES (Canonical): CC1=C(OC(=O)C2=C(C(=C(C=C12)O)C)O)C
• SMILES (Isomeric): CC1=C(OC(=O)C2=C(C(=C(C=C12)O)C)O)C
• InChI: InChI=1S/C12H12O4/c1-5-7(3)16-12(15)10-8(5)4-9(13)6(2)11(10)14/h4,13-14H,1-3H3
• InChI Key: QGGJTZWCZBYRQJ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22 g/mol
• Exact Mass: 220.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (3r,4s)-6,8-dihydroxy-3,4,7-trimethylisocoumarin

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9313	93.13%
Caco-2	+	0.8176	81.76%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6596	65.96%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8352	83.52%
OATP1B3 inhibitior	+	0.8094	80.94%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8972	89.72%
P-glycoprotein inhibitior	-	0.9073	90.73%
P-glycoprotein substrate	-	0.9477	94.77%
CYP3A4 substrate	-	0.5892	58.92%
CYP2C9 substrate	+	0.6360	63.60%
CYP2D6 substrate	-	0.8834	88.34%
CYP3A4 inhibition	-	0.7017	70.17%
CYP2C9 inhibition	-	0.8338	83.38%
CYP2C19 inhibition	-	0.9204	92.04%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	+	0.7625	76.25%
CYP2C8 inhibition	-	0.8483	84.83%
CYP inhibitory promiscuity	-	0.6217	62.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6217	62.17%
Eye corrosion	-	0.9880	98.80%
Eye irritation	+	0.8959	89.59%
Skin irritation	-	0.5843	58.43%
Skin corrosion	-	0.9651	96.51%
Ames mutagenesis	-	0.5164	51.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.7804	78.04%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.6440	64.40%
skin sensitisation	-	0.8896	88.96%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8179	81.79%
Acute Oral Toxicity (c)	III	0.5101	51.01%
Estrogen receptor binding	+	0.5566	55.66%
Androgen receptor binding	-	0.5268	52.68%
Thyroid receptor binding	-	0.5930	59.30%
Glucocorticoid receptor binding	+	0.5712	57.12%
Aromatase binding	-	0.5702	57.02%
PPAR gamma	-	0.5196	51.96%
Honey bee toxicity	-	0.9472	94.72%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9581	95.81%

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	98.39%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.48%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.18%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.90%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.96%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.90%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	88.51%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.91%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.77%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.82%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.63%	89.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 129887842
• LOTUS: LTS0245808
• wikiData: Q105220029