Penicisochroman K

Details

• Internal ID: 2164e6e8-f548-4f6d-9252-424997b5ee8e
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R)-3,8-dihydroxy-3-methyl-1H-isochromen-4-one
• SMILES (Canonical): CC1(C(=O)C2=C(CO1)C(=CC=C2)O)O
• SMILES (Isomeric): C[C@@]1(C(=O)C2=C(CO1)C(=CC=C2)O)O
• InChI: InChI=1S/C10H10O4/c1-10(13)9(12)6-3-2-4-8(11)7(6)5-14-10/h2-4,11,13H,5H2,1H3/t10-/m1/s1
• InChI Key: PKYBFGVAQQQADR-SNVBAGLBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.18 g/mol
• Exact Mass: 194.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.81
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (3R)-3,8-dihydroxy-3-methyl-1H-isochromen-4-one
• RefChem:171020
• CHEBI:198182

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9652	96.52%
Caco-2	-	0.5578	55.78%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7658	76.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9499	94.99%
OATP1B3 inhibitior	+	0.9311	93.11%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9391	93.91%
P-glycoprotein inhibitior	-	0.9835	98.35%
P-glycoprotein substrate	-	0.8420	84.20%
CYP3A4 substrate	+	0.5115	51.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8261	82.61%
CYP3A4 inhibition	-	0.9278	92.78%
CYP2C9 inhibition	-	0.7802	78.02%
CYP2C19 inhibition	-	0.7716	77.16%
CYP2D6 inhibition	-	0.9537	95.37%
CYP1A2 inhibition	+	0.6345	63.45%
CYP2C8 inhibition	-	0.8954	89.54%
CYP inhibitory promiscuity	-	0.8659	86.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6787	67.87%
Eye corrosion	-	0.9774	97.74%
Eye irritation	+	0.8044	80.44%
Skin irritation	-	0.5442	54.42%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	+	0.5030	50.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.8066	80.66%
Micronuclear	+	0.6074	60.74%
Hepatotoxicity	+	0.7426	74.26%
skin sensitisation	-	0.8281	82.81%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.8372	83.72%
Acute Oral Toxicity (c)	III	0.6653	66.53%
Estrogen receptor binding	-	0.6908	69.08%
Androgen receptor binding	-	0.6462	64.62%
Thyroid receptor binding	-	0.6594	65.94%
Glucocorticoid receptor binding	-	0.7038	70.38%
Aromatase binding	-	0.8199	81.99%
PPAR gamma	-	0.5959	59.59%
Honey bee toxicity	-	0.9655	96.55%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9312	93.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.40%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.73%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.84%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	92.18%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.80%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.57%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.17%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.90%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.74%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.09%	82.69%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.86%	85.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.90%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.27%	93.40%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583289
• LOTUS: LTS0138255
• wikiData: Q75058610