Parasperone A

Details

• Internal ID: d2a4d8ce-2313-4f46-88b7-a05601fe8579
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 4,5,6-trihydroxy-2-(hydroxymethyl)benzo[g]chromen-8-one
• SMILES (Canonical): C1=C2C=C3C(=C(C=C(O3)CO)O)C(=C2C(=CC1=O)O)O
• SMILES (Isomeric): C1=C2C=C3C(=C(C=C(O3)CO)O)C(=C2C(=CC1=O)O)O
• InChI: InChI=1S/C14H10O6/c15-5-8-4-10(18)13-11(20-8)2-6-1-7(16)3-9(17)12(6)14(13)19/h1-4,15,17-19H,5H2
• InChI Key: PFQLHXJPWIIEIL-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₆
• Molecular Weight: 274.22 g/mol
• Exact Mass: 274.04773803 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• 4,5,6-trihydroxy-2-(hydroxymethyl)benzo[g]chromen-8-one
• 4,5,6-trihydroxy-2-(hydroxymethyl)benzo(g)chromen-8-one
• RefChem:170008
• 146556-62-9
• CHEBI:216278

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8134	81.34%
Caco-2	-	0.5195	51.95%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5441	54.41%
OATP2B1 inhibitior	-	0.6715	67.15%
OATP1B1 inhibitior	+	0.8808	88.08%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	+	0.5200	52.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8449	84.49%
P-glycoprotein inhibitior	-	0.9392	93.92%
P-glycoprotein substrate	-	0.9127	91.27%
CYP3A4 substrate	-	0.5794	57.94%
CYP2C9 substrate	-	0.6133	61.33%
CYP2D6 substrate	-	0.8468	84.68%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.6983	69.83%
CYP2C19 inhibition	-	0.7532	75.32%
CYP2D6 inhibition	-	0.8579	85.79%
CYP1A2 inhibition	-	0.5610	56.10%
CYP2C8 inhibition	-	0.8301	83.01%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6294	62.94%
Eye corrosion	-	0.9884	98.84%
Eye irritation	+	0.9236	92.36%
Skin irritation	-	0.7110	71.10%
Skin corrosion	-	0.9668	96.68%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7705	77.05%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8537	85.37%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7455	74.55%
Acute Oral Toxicity (c)	III	0.4121	41.21%
Estrogen receptor binding	+	0.6907	69.07%
Androgen receptor binding	+	0.7752	77.52%
Thyroid receptor binding	-	0.6127	61.27%
Glucocorticoid receptor binding	+	0.8747	87.47%
Aromatase binding	+	0.6743	67.43%
PPAR gamma	+	0.9093	90.93%
Honey bee toxicity	-	0.9325	93.25%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.5922	59.22%

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	98.86%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.88%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.46%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.24%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.78%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.70%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.58%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.87%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.37%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.71%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.58%	86.92%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135410277
• LOTUS: LTS0174142
• wikiData: Q104194612