Pinophilone C

Details

• Internal ID: af435b0d-57d0-4fe7-8954-9a46bce82b47
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: (3R)-6-hydroxy-4-methoxy-3-(4-oxo-6-propylpyran-3-yl)-3H-2-benzofuran-1-one
• SMILES (Canonical): CCCC1=CC(=O)C(=CO1)C2C3=C(C=C(C=C3OC)O)C(=O)O2
• SMILES (Isomeric): CCCC1=CC(=O)C(=CO1)[C@H]2C3=C(C=C(C=C3OC)O)C(=O)O2
• InChI: InChI=1S/C17H16O6/c1-3-4-10-7-13(19)12(8-22-10)16-15-11(17(20)23-16)5-9(18)6-14(15)21-2/h5-8,16,18H,3-4H2,1-2H3/t16-/m0/s1
• InChI Key: HFGKCTXQIBTIJJ-INIZCTEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• RefChem:174358
• (3R)-6-hydroxy-4-methoxy-3-(4-oxo-6-propylpyran-3-yl)-3H-2-benzofuran-1-one
• CHEBI:211094
• (3R)-6-hydroxy-4-methoxy-3-(4-oxo-6-propylpyran-3-yl)-3H-2-benzouran-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9768	97.68%
Caco-2	-	0.6924	69.24%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8206	82.06%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.8188	81.88%
OATP1B3 inhibitior	+	0.9116	91.16%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5902	59.02%
P-glycoprotein inhibitior	-	0.8052	80.52%
P-glycoprotein substrate	-	0.5790	57.90%
CYP3A4 substrate	+	0.6141	61.41%
CYP2C9 substrate	-	0.5301	53.01%
CYP2D6 substrate	-	0.8441	84.41%
CYP3A4 inhibition	-	0.8382	83.82%
CYP2C9 inhibition	+	0.6432	64.32%
CYP2C19 inhibition	-	0.5918	59.18%
CYP2D6 inhibition	-	0.8779	87.79%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.6522	65.22%
CYP inhibitory promiscuity	-	0.6097	60.97%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4825	48.25%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8256	82.56%
Skin irritation	-	0.8405	84.05%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3952	39.52%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8899	88.99%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5809	58.09%
Acute Oral Toxicity (c)	I	0.4569	45.69%
Estrogen receptor binding	+	0.6251	62.51%
Androgen receptor binding	+	0.7262	72.62%
Thyroid receptor binding	-	0.5781	57.81%
Glucocorticoid receptor binding	+	0.6704	67.04%
Aromatase binding	+	0.6451	64.51%
PPAR gamma	+	0.6498	64.98%
Honey bee toxicity	-	0.8212	82.12%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5149	51.49%
Fish aquatic toxicity	+	0.9642	96.42%

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	95.10%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.70%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.10%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.75%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.64%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.90%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.53%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.23%	89.00%
CHEMBL2535	P11166	Glucose transporter	86.04%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.59%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.28%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.19%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683410
• LOTUS: LTS0109861
• wikiData: Q105027294