Peniciphenalenin F

Details

• Internal ID: c3110877-7f9a-4f63-a7d7-4bf7c18f9177
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (4R)-7,12-dihydroxy-4,5,5,14-tetramethyl-3,9-dioxatetracyclo[6.6.1.02,6.011,15]pentadeca-1(15),2(6),7,11,13-pentaen-10-one
• SMILES (Canonical): CC1C(C2=C(O1)C3=C4C(=C(C=C3C)O)C(=O)OC4=C2O)(C)C
• SMILES (Isomeric): C[C@@H]1C(C2=C(O1)C3=C4C(=C(C=C3C)O)C(=O)OC4=C2O)(C)C
• InChI: InChI=1S/C17H16O5/c1-6-5-8(18)10-11-9(6)14-12(17(3,4)7(2)21-14)13(19)15(11)22-16(10)20/h5,7,18-19H,1-4H3/t7-/m1/s1
• InChI Key: FAFDOQOMZPABSD-SSDOTTSWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.15
• 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	+	0.9821	98.21%
Caco-2	+	0.4889	48.89%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7941	79.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8158	81.58%
OATP1B3 inhibitior	+	0.7964	79.64%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8670	86.70%
P-glycoprotein inhibitior	-	0.8572	85.72%
P-glycoprotein substrate	-	0.8828	88.28%
CYP3A4 substrate	+	0.5526	55.26%
CYP2C9 substrate	-	0.5773	57.73%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	-	0.8129	81.29%
CYP2C9 inhibition	-	0.5476	54.76%
CYP2C19 inhibition	-	0.7284	72.84%
CYP2D6 inhibition	-	0.8537	85.37%
CYP1A2 inhibition	+	0.5583	55.83%
CYP2C8 inhibition	-	0.6518	65.18%
CYP inhibitory promiscuity	-	0.5477	54.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.3670	36.70%
Eye corrosion	-	0.9924	99.24%
Eye irritation	+	0.9289	92.89%
Skin irritation	-	0.6942	69.42%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7394	73.94%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7864	78.64%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7066	70.66%
Acute Oral Toxicity (c)	III	0.5916	59.16%
Estrogen receptor binding	+	0.7131	71.31%
Androgen receptor binding	-	0.5433	54.33%
Thyroid receptor binding	+	0.5398	53.98%
Glucocorticoid receptor binding	+	0.7938	79.38%
Aromatase binding	-	0.4843	48.43%
PPAR gamma	+	0.7746	77.46%
Honey bee toxicity	-	0.9230	92.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9860	98.60%

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	98.70%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.04%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.96%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	92.83%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.45%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.04%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.55%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.20%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.30%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	85.23%	94.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.12%	93.03%
CHEMBL4208	P20618	Proteasome component C5	82.04%	90.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.09%	85.11%
CHEMBL5932	P53671	LIM domain kinase 2	80.27%	96.49%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590995
• LOTUS: LTS0029223
• wikiData: Q105104728