Photinide A

Details

• Internal ID: bf40534f-6a6e-49fe-80c4-bf9da847368e
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (2Z)-2-[2-hydroxy-1-[(2R,3R)-3-methyl-5-oxooxolan-2-yl]ethylidene]-4-methoxy-1-benzofuran-3-one
• SMILES (Canonical): CC1CC(=O)OC1C(=C2C(=O)C3=C(O2)C=CC=C3OC)CO
• SMILES (Isomeric): C[C@@H]1CC(=O)O[C@H]1/C(=C\2/C(=O)C3=C(O2)C=CC=C3OC)/CO
• InChI: InChI=1S/C16H16O6/c1-8-6-12(18)22-15(8)9(7-17)16-14(19)13-10(20-2)4-3-5-11(13)21-16/h3-5,8,15,17H,6-7H2,1-2H3/b16-9-/t8-,15-/m1/s1
• InChI Key: MZQDVARUQLLSGL-DAASKRTBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₆
• Molecular Weight: 304.29 g/mol
• Exact Mass: 304.09468823 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEMBL556677

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	+	0.7419	74.19%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7861	78.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9324	93.24%
OATP1B3 inhibitior	+	0.8981	89.81%
MATE1 inhibitior	-	0.7812	78.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4785	47.85%
P-glycoprotein inhibitior	-	0.8213	82.13%
P-glycoprotein substrate	-	0.6816	68.16%
CYP3A4 substrate	+	0.5893	58.93%
CYP2C9 substrate	-	0.6087	60.87%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	+	0.5210	52.10%
CYP2C9 inhibition	-	0.6283	62.83%
CYP2C19 inhibition	-	0.6003	60.03%
CYP2D6 inhibition	-	0.9056	90.56%
CYP1A2 inhibition	-	0.5058	50.58%
CYP2C8 inhibition	-	0.5795	57.95%
CYP inhibitory promiscuity	-	0.5833	58.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.5596	55.96%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.8622	86.22%
Skin irritation	-	0.8046	80.46%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3648	36.48%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5085	50.85%
skin sensitisation	-	0.5571	55.71%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6646	66.46%
Acute Oral Toxicity (c)	III	0.3918	39.18%
Estrogen receptor binding	+	0.8482	84.82%
Androgen receptor binding	+	0.6072	60.72%
Thyroid receptor binding	-	0.6661	66.61%
Glucocorticoid receptor binding	+	0.6688	66.88%
Aromatase binding	-	0.5452	54.52%
PPAR gamma	-	0.6155	61.55%
Honey bee toxicity	-	0.8624	86.24%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9619	96.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.91%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.51%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.49%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.08%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.83%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.93%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.60%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.64%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.26%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.27%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.78%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.19%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.19%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44140404
• LOTUS: LTS0041235
• wikiData: Q75058889