Peniciphenalenin A

Details

• Internal ID: 5e6d0b7c-84f1-4bb1-90e9-bfdfdd4b43b2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: (4S,6R)-6,7-dihydroxy-4,5,5,9-tetramethyltetracyclo[6.6.1.02,6.012,15]pentadeca-1,7,9,12(15)-tetraene-11,13,14-trione
• InChI: InChI=1S/C19H18O5/c1-7-5-10(20)13-14-11(7)17(23)19(24)9(6-8(2)18(19,3)4)12(14)15(21)16(13)22/h5,8,23-24H,6H2,1-4H3/t8-,19+/m0/s1
• InChI Key: DZALJUQNBPWZGU-WPCRTTGESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₅
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.11542367 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.70
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.5469	54.69%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7698	76.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9022	90.22%
OATP1B3 inhibitior	+	0.8708	87.08%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7128	71.28%
P-glycoprotein inhibitior	-	0.9208	92.08%
P-glycoprotein substrate	-	0.7585	75.85%
CYP3A4 substrate	+	0.5589	55.89%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8421	84.21%
CYP3A4 inhibition	-	0.8452	84.52%
CYP2C9 inhibition	+	0.6380	63.80%
CYP2C19 inhibition	-	0.5148	51.48%
CYP2D6 inhibition	-	0.8253	82.53%
CYP1A2 inhibition	+	0.7672	76.72%
CYP2C8 inhibition	-	0.8434	84.34%
CYP inhibitory promiscuity	-	0.5234	52.34%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5401	54.01%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.7776	77.76%
Skin irritation	-	0.5940	59.40%
Skin corrosion	-	0.8877	88.77%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6779	67.79%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5344	53.44%
skin sensitisation	-	0.6361	63.61%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5170	51.70%
Acute Oral Toxicity (c)	III	0.4966	49.66%
Estrogen receptor binding	+	0.7847	78.47%
Androgen receptor binding	+	0.6144	61.44%
Thyroid receptor binding	-	0.6066	60.66%
Glucocorticoid receptor binding	+	0.7053	70.53%
Aromatase binding	-	0.5071	50.71%
PPAR gamma	+	0.7906	79.06%
Honey bee toxicity	-	0.8577	85.77%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.59%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.30%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	87.99%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.60%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.48%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.12%	90.71%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.63%	86.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.12%	93.40%
CHEMBL1902	P62942	FK506-binding protein 1A	83.07%	97.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.39%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590991
• LOTUS: LTS0007125
• wikiData: Q105104674