Peniciisocoumarin H

Details

• Internal ID: c8908f8b-de06-4f6b-b8ec-b3f1d0fa7cf7
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R,4S)-4,8-dihydroxy-3-[(4R)-4-hydroxypentyl]-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CC(CCCC1C(C2=C(C(=CC=C2)O)C(=O)O1)O)O
• SMILES (Isomeric): C[C@H](CCC[C@@H]1[C@H](C2=C(C(=CC=C2)O)C(=O)O1)O)O
• InChI: InChI=1S/C14H18O5/c1-8(15)4-2-7-11-13(17)9-5-3-6-10(16)12(9)14(18)19-11/h3,5-6,8,11,13,15-17H,2,4,7H2,1H3/t8-,11-,13+/m1/s1
• InChI Key: MKGJZZJGIQIYRM-DYLAAIIWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.11542367 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• CHEMBL4527139

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9349	93.49%
Caco-2	-	0.7183	71.83%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6718	67.18%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.8894	88.94%
OATP1B3 inhibitior	+	0.8977	89.77%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9785	97.85%
P-glycoprotein inhibitior	-	0.9409	94.09%
P-glycoprotein substrate	-	0.7519	75.19%
CYP3A4 substrate	+	0.5774	57.74%
CYP2C9 substrate	-	0.5505	55.05%
CYP2D6 substrate	-	0.8253	82.53%
CYP3A4 inhibition	-	0.8673	86.73%
CYP2C9 inhibition	-	0.8568	85.68%
CYP2C19 inhibition	-	0.8462	84.62%
CYP2D6 inhibition	-	0.9237	92.37%
CYP1A2 inhibition	+	0.5909	59.09%
CYP2C8 inhibition	-	0.8876	88.76%
CYP inhibitory promiscuity	-	0.9041	90.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6149	61.49%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8839	88.39%
Skin irritation	-	0.5288	52.88%
Skin corrosion	-	0.8574	85.74%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7180	71.80%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.7915	79.15%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5411	54.11%
Acute Oral Toxicity (c)	III	0.4111	41.11%
Estrogen receptor binding	+	0.7042	70.42%
Androgen receptor binding	+	0.5195	51.95%
Thyroid receptor binding	+	0.5155	51.55%
Glucocorticoid receptor binding	-	0.5253	52.53%
Aromatase binding	-	0.7650	76.50%
PPAR gamma	+	0.7034	70.34%
Honey bee toxicity	-	0.9201	92.01%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8992	89.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.62%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.83%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.50%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.17%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.52%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.95%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.78%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.57%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.02%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.66%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.61%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.77%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.70%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145720900
• LOTUS: LTS0030141
• wikiData: Q105165968