Peniciisocoumarin A

Details

• Internal ID: a7b6479f-7a00-41b8-8e9f-c080491d2474
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (3R,4aS,6R)-6,8-dihydroxy-3-[(4R)-4-hydroxypentyl]-3,4,4a,5,6,7-hexahydroisochromen-1-one
• InChI: InChI=1S/C14H22O5/c1-8(15)3-2-4-11-6-9-5-10(16)7-12(17)13(9)14(18)19-11/h8-11,15-17H,2-7H2,1H3/t8-,9+,10-,11-/m1/s1
• InChI Key: VAFJHMAUNASGIZ-LMLFDSFASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₅
• Molecular Weight: 270.32 g/mol
• Exact Mass: 270.14672380 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9570	95.70%
Caco-2	-	0.6773	67.73%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6179	61.79%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9206	92.06%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9061	90.61%
P-glycoprotein inhibitior	-	0.9468	94.68%
P-glycoprotein substrate	-	0.6577	65.77%
CYP3A4 substrate	+	0.5611	56.11%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8859	88.59%
CYP3A4 inhibition	+	0.6083	60.83%
CYP2C9 inhibition	-	0.9319	93.19%
CYP2C19 inhibition	-	0.8305	83.05%
CYP2D6 inhibition	-	0.8863	88.63%
CYP1A2 inhibition	-	0.6922	69.22%
CYP2C8 inhibition	-	0.9464	94.64%
CYP inhibitory promiscuity	-	0.8585	85.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6622	66.22%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.6174	61.74%
Skin irritation	-	0.5833	58.33%
Skin corrosion	-	0.9292	92.92%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7732	77.32%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6979	69.79%
skin sensitisation	-	0.7874	78.74%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5430	54.30%
Acute Oral Toxicity (c)	III	0.4941	49.41%
Estrogen receptor binding	+	0.6039	60.39%
Androgen receptor binding	-	0.6620	66.20%
Thyroid receptor binding	+	0.6475	64.75%
Glucocorticoid receptor binding	+	0.5579	55.79%
Aromatase binding	-	0.7773	77.73%
PPAR gamma	+	0.6142	61.42%
Honey bee toxicity	-	0.9042	90.42%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9536	95.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.22%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.64%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.03%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.40%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.71%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.91%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.92%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	84.09%	94.73%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.49%	96.61%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.38%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.90%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.75%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.29%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.94%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.04%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145720894
• LOTUS: LTS0214575
• wikiData: Q105282680