Penicimarin H

Details

• Internal ID: 0dc092b8-8e64-4a99-b5c8-2e4cc1cfdc60
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R)-5-hydroxy-8-methoxy-3-(4-oxopentyl)-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CC(=O)CCCC1CC2=C(C=CC(=C2C(=O)O1)OC)O
• SMILES (Isomeric): CC(=O)CCC[C@@H]1CC2=C(C=CC(=C2C(=O)O1)OC)O
• InChI: InChI=1S/C15H18O5/c1-9(16)4-3-5-10-8-11-12(17)6-7-13(19-2)14(11)15(18)20-10/h6-7,10,17H,3-5,8H2,1-2H3/t10-/m1/s1
• InChI Key: DTZZJVJWGUYQFS-SNVBAGLBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9789	97.89%
Caco-2	+	0.6865	68.65%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7347	73.47%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9303	93.03%
OATP1B3 inhibitior	+	0.8914	89.14%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8512	85.12%
P-glycoprotein inhibitior	-	0.8348	83.48%
P-glycoprotein substrate	-	0.7702	77.02%
CYP3A4 substrate	+	0.5538	55.38%
CYP2C9 substrate	-	0.5743	57.43%
CYP2D6 substrate	-	0.8283	82.83%
CYP3A4 inhibition	-	0.8004	80.04%
CYP2C9 inhibition	-	0.8815	88.15%
CYP2C19 inhibition	-	0.7236	72.36%
CYP2D6 inhibition	-	0.9017	90.17%
CYP1A2 inhibition	+	0.7061	70.61%
CYP2C8 inhibition	-	0.6302	63.02%
CYP inhibitory promiscuity	-	0.9086	90.86%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7852	78.52%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.5510	55.10%
Skin irritation	-	0.8217	82.17%
Skin corrosion	-	0.9444	94.44%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4721	47.21%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6229	62.29%
skin sensitisation	-	0.9120	91.20%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6160	61.60%
Acute Oral Toxicity (c)	III	0.5861	58.61%
Estrogen receptor binding	+	0.7762	77.62%
Androgen receptor binding	-	0.5648	56.48%
Thyroid receptor binding	-	0.5298	52.98%
Glucocorticoid receptor binding	+	0.5848	58.48%
Aromatase binding	-	0.8566	85.66%
PPAR gamma	+	0.7112	71.12%
Honey bee toxicity	-	0.9241	92.41%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9779	97.79%

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	98.63%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.17%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.60%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.78%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.74%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.43%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	88.42%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.63%	99.23%
CHEMBL2535	P11166	Glucose transporter	85.31%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.49%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.79%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.28%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.63%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.09%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590397
• LOTUS: LTS0157414
• wikiData: Q104989114