Phaeochromycin A

Details

• Internal ID: e97c27cb-41f8-4a67-9af8-8cf8b6bf09bd
• Taxonomy: Benzenoids > Naphthalenes > Naphthols and derivatives
• IUPAC Name: 6-(4,5-dihydroxy-2-propylnaphthalen-1-yl)-4-hydroxypyran-2-one
• SMILES (Canonical): CCCC1=CC(=C2C(=C1C3=CC(=CC(=O)O3)O)C=CC=C2O)O
• SMILES (Isomeric): CCCC1=CC(=C2C(=C1C3=CC(=CC(=O)O3)O)C=CC=C2O)O
• InChI: InChI=1S/C18H16O5/c1-2-4-10-7-14(21)18-12(5-3-6-13(18)20)17(10)15-8-11(19)9-16(22)23-15/h3,5-9,19-21H,2,4H2,1H3
• InChI Key: XGGZRXUATHGLQU-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• Phaeochromycins A
• CHEMBL487190
• DTXSID201043601
• BDBM50241926
• Q15425279
• 865795-52-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8657	86.57%
Caco-2	+	0.7360	73.60%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6128	61.28%
OATP2B1 inhibitior	+	0.5652	56.52%
OATP1B1 inhibitior	+	0.8866	88.66%
OATP1B3 inhibitior	+	0.8922	89.22%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5654	56.54%
P-glycoprotein inhibitior	-	0.6907	69.07%
P-glycoprotein substrate	-	0.6714	67.14%
CYP3A4 substrate	+	0.5844	58.44%
CYP2C9 substrate	+	0.7451	74.51%
CYP2D6 substrate	-	0.8680	86.80%
CYP3A4 inhibition	+	0.5305	53.05%
CYP2C9 inhibition	+	0.7578	75.78%
CYP2C19 inhibition	+	0.5724	57.24%
CYP2D6 inhibition	-	0.8929	89.29%
CYP1A2 inhibition	+	0.6486	64.86%
CYP2C8 inhibition	+	0.6987	69.87%
CYP inhibitory promiscuity	+	0.6997	69.97%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6649	66.49%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.5109	51.09%
Skin irritation	-	0.6702	67.02%
Skin corrosion	-	0.9049	90.49%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5152	51.52%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8644	86.44%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5284	52.84%
Acute Oral Toxicity (c)	I	0.4531	45.31%
Estrogen receptor binding	+	0.8438	84.38%
Androgen receptor binding	+	0.8469	84.69%
Thyroid receptor binding	-	0.5763	57.63%
Glucocorticoid receptor binding	+	0.9308	93.08%
Aromatase binding	-	0.4829	48.29%
PPAR gamma	+	0.9430	94.30%
Honey bee toxicity	-	0.9316	93.16%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9778	97.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.85%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.85%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.38%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.80%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.67%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.52%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.27%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.09%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.35%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.58%	99.23%
CHEMBL240	Q12809	HERG	82.30%	89.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.79%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	80.21%	93.31%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.10%	93.99%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54694607
• LOTUS: LTS0054175
• wikiData: Q15425279