Phlebiopsin A

Details

• Internal ID: 4d54713e-fdd8-4f78-a392-8ebb79c59131
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (4R,5R)-4-benzoyl-3,4,5-trihydroxy-2-phenylcyclopent-2-en-1-one
• SMILES (Canonical): C1=CC=C(C=C1)C2=C(C(C(C2=O)O)(C(=O)C3=CC=CC=C3)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C2=C([C@]([C@H](C2=O)O)(C(=O)C3=CC=CC=C3)O)O
• InChI: InChI=1S/C18H14O5/c19-14-13(11-7-3-1-4-8-11)16(21)18(23,17(14)22)15(20)12-9-5-2-6-10-12/h1-10,17,21-23H/t17-,18-/m0/s1
• InChI Key: NUYFXLHCULYYAG-ROUUACIJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₅
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.08412354 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• (4R,5R)-4-benzoyl-3,4,5-trihydroxy-2-phenylcyclopent-2-en-1-one
• RefChem:173173
• CHEBI:216401

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9429	94.29%
Caco-2	-	0.6866	68.66%
Blood Brain Barrier	-	0.5629	56.29%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7831	78.31%
OATP2B1 inhibitior	-	0.7203	72.03%
OATP1B1 inhibitior	+	0.9620	96.20%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9088	90.88%
BSEP inhibitior	+	0.5622	56.22%
P-glycoprotein inhibitior	-	0.7836	78.36%
P-glycoprotein substrate	-	0.9434	94.34%
CYP3A4 substrate	-	0.5882	58.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8530	85.30%
CYP3A4 inhibition	-	0.8573	85.73%
CYP2C9 inhibition	-	0.5253	52.53%
CYP2C19 inhibition	-	0.8161	81.61%
CYP2D6 inhibition	-	0.9181	91.81%
CYP1A2 inhibition	-	0.5552	55.52%
CYP2C8 inhibition	-	0.7450	74.50%
CYP inhibitory promiscuity	-	0.5335	53.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7576	75.76%
Carcinogenicity (trinary)	Non-required	0.5321	53.21%
Eye corrosion	-	0.9934	99.34%
Eye irritation	+	0.7186	71.86%
Skin irritation	-	0.6661	66.61%
Skin corrosion	-	0.9236	92.36%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8523	85.23%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.6908	69.08%
skin sensitisation	-	0.5441	54.41%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5179	51.79%
Acute Oral Toxicity (c)	III	0.5755	57.55%
Estrogen receptor binding	+	0.8470	84.70%
Androgen receptor binding	+	0.5718	57.18%
Thyroid receptor binding	+	0.5650	56.50%
Glucocorticoid receptor binding	+	0.7448	74.48%
Aromatase binding	+	0.7815	78.15%
PPAR gamma	+	0.8526	85.26%
Honey bee toxicity	-	0.9431	94.31%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9908	99.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.12%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.73%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.03%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.17%	91.11%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.95%	94.23%
CHEMBL2581	P07339	Cathepsin D	88.86%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.98%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.86%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.82%	94.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.47%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684138
• LOTUS: LTS0155798
• wikiData: Q105186093