Peniciisocoumarin B

Details

• Internal ID: d756bce8-f8ac-4a5a-86cd-b18db09b390d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (3R,4aS,6R)-6,8-dihydroxy-3-(4-oxopentyl)-3,4,4a,5,6,7-hexahydroisochromen-1-one
• SMILES (Canonical): CC(=O)CCCC1CC2CC(CC(=C2C(=O)O1)O)O
• SMILES (Isomeric): CC(=O)CCC[C@@H]1C[C@@H]2C[C@H](CC(=C2C(=O)O1)O)O
• InChI: InChI=1S/C14H20O5/c1-8(15)3-2-4-11-6-9-5-10(16)7-12(17)13(9)14(18)19-11/h9-11,16-17H,2-7H2,1H3/t9-,10+,11+/m0/s1
• InChI Key: ZVZLNUBJFZVVLC-HBNTYKKESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₅
• Molecular Weight: 268.30 g/mol
• Exact Mass: 268.13107373 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEMBL4442629

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9220	92.20%
Caco-2	-	0.7278	72.78%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6523	65.23%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9000	90.00%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9028	90.28%
P-glycoprotein inhibitior	-	0.9334	93.34%
P-glycoprotein substrate	-	0.7404	74.04%
CYP3A4 substrate	+	0.5332	53.32%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	+	0.7506	75.06%
CYP2C9 inhibition	-	0.9305	93.05%
CYP2C19 inhibition	-	0.9184	91.84%
CYP2D6 inhibition	-	0.8991	89.91%
CYP1A2 inhibition	-	0.7218	72.18%
CYP2C8 inhibition	-	0.8953	89.53%
CYP inhibitory promiscuity	-	0.8934	89.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6535	65.35%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.5839	58.39%
Skin irritation	-	0.5363	53.63%
Skin corrosion	-	0.9224	92.24%
Ames mutagenesis	-	0.6337	63.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6802	68.02%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	-	0.8266	82.66%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5901	59.01%
Acute Oral Toxicity (c)	III	0.5379	53.79%
Estrogen receptor binding	+	0.5423	54.23%
Androgen receptor binding	-	0.7297	72.97%
Thyroid receptor binding	-	0.5919	59.19%
Glucocorticoid receptor binding	+	0.6587	65.87%
Aromatase binding	-	0.7821	78.21%
PPAR gamma	-	0.4856	48.56%
Honey bee toxicity	-	0.9273	92.73%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9619	96.19%

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	97.15%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.06%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.60%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.36%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.64%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.62%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.53%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.49%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.74%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145720895
• LOTUS: LTS0004160
• wikiData: Q105384766