Peninaphone A

Details

• Internal ID: 30328be9-9357-4d65-972b-0aaacbca614f
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (2S,3R)-5,6,8-trihydroxy-2,3-dimethyl-2,3-dihydrobenzo[g]chromen-4-one
• InChI: InChI=1S/C15H14O5/c1-6-7(2)20-11-4-8-3-9(16)5-10(17)12(8)15(19)13(11)14(6)18/h3-7,16-17,19H,1-2H3/t6-,7+/m1/s1
• InChI Key: HYXVOKDJTASVDZ-RQJHMYQMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• (2S,3R)-5,6,8-trihydroxy-2,3-dimethyl-2,3-dihydrobenzo[g]chromen-4-one
• (2S,3R)-5,6,8-trihydroxy-2,3-dimethyl-2,3-dihydrobenzo(g)chromen-4-one
• RefChem:171147
• CHEBI:208304

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9596	95.96%
Caco-2	+	0.6298	62.98%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7045	70.45%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8217	82.17%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9380	93.80%
P-glycoprotein inhibitior	-	0.8637	86.37%
P-glycoprotein substrate	-	0.8915	89.15%
CYP3A4 substrate	-	0.5198	51.98%
CYP2C9 substrate	+	0.5976	59.76%
CYP2D6 substrate	-	0.8176	81.76%
CYP3A4 inhibition	+	0.7650	76.50%
CYP2C9 inhibition	+	0.5771	57.71%
CYP2C19 inhibition	+	0.5854	58.54%
CYP2D6 inhibition	-	0.8449	84.49%
CYP1A2 inhibition	+	0.9707	97.07%
CYP2C8 inhibition	-	0.7006	70.06%
CYP inhibitory promiscuity	+	0.6875	68.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7155	71.55%
Eye corrosion	-	0.9821	98.21%
Eye irritation	+	0.6380	63.80%
Skin irritation	-	0.5203	52.03%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5697	56.97%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8216	82.16%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5393	53.93%
Acute Oral Toxicity (c)	III	0.6826	68.26%
Estrogen receptor binding	+	0.8666	86.66%
Androgen receptor binding	+	0.6574	65.74%
Thyroid receptor binding	+	0.5557	55.57%
Glucocorticoid receptor binding	+	0.6039	60.39%
Aromatase binding	+	0.6006	60.06%
PPAR gamma	-	0.4886	48.86%
Honey bee toxicity	-	0.9105	91.05%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9219	92.19%

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	97.30%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	92.26%	96.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.39%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.84%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.94%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.27%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.08%	94.42%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.75%	90.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.03%	85.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.73%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.51%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.54%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.17%	95.64%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.01%	93.65%
CHEMBL1951	P21397	Monoamine oxidase A	80.61%	91.49%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682971
• LOTUS: LTS0182258
• wikiData: Q105110660