Fredericamycin E

Details

• Internal ID: 517e44ef-8cfb-483e-a390-75574884930e
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: (8R)-5',8',9,9',10'-pentahydroxy-6'-methoxy-3-[(1E,3E)-penta-1,3-dienyl]spiro[6,7-dihydro-2H-cyclopenta[g]isoquinoline-8,3'-anthracene]-1,1',2',4'-tetrone
• SMILES (Canonical): CC=CC=CC1=CC2=CC3=C(C(=C2C(=O)N1)O)C4(CC3)C(=O)C5=C(C6=C(C(=CC(=C6O)OC)O)C(=C5C(=O)C4=O)O)O
• SMILES (Isomeric): C/C=C/C=C/C1=CC2=CC3=C(C(=C2C(=O)N1)O)[C@]4(CC3)C(=O)C5=C(C6=C(C(=CC(=C6O)OC)O)C(=C5C(=O)C4=O)O)O
• InChI: InChI=1S/C31H23NO10/c1-3-4-5-6-14-10-13-9-12-7-8-31(22(12)26(37)17(13)30(41)32-14)28(39)21-20(27(38)29(31)40)24(35)18-15(33)11-16(42-2)23(34)19(18)25(21)36/h3-6,9-11,33-37H,7-8H2,1-2H3,(H,32,41)/b4-3+,6-5+/t31-/m1/s1
• InChI Key: CBYHZVAGTILQJR-GSIWLMKGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₂₃NO₁₀
• Molecular Weight: 569.50 g/mol
• Exact Mass: 569.13219593 g/mol
• Topological Polar Surface Area (TPSA): 191.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

• CHEMBL255899

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9110	91.10%
Caco-2	-	0.8824	88.24%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6696	66.96%
OATP2B1 inhibitior	-	0.5727	57.27%
OATP1B1 inhibitior	+	0.8526	85.26%
OATP1B3 inhibitior	+	0.9572	95.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7822	78.22%
BSEP inhibitior	+	0.9708	97.08%
P-glycoprotein inhibitior	+	0.6825	68.25%
P-glycoprotein substrate	+	0.5387	53.87%
CYP3A4 substrate	+	0.6727	67.27%
CYP2C9 substrate	+	0.8090	80.90%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.8774	87.74%
CYP2C9 inhibition	-	0.7944	79.44%
CYP2C19 inhibition	-	0.7553	75.53%
CYP2D6 inhibition	-	0.8724	87.24%
CYP1A2 inhibition	+	0.5458	54.58%
CYP2C8 inhibition	+	0.6254	62.54%
CYP inhibitory promiscuity	+	0.5098	50.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5018	50.18%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9033	90.33%
Skin irritation	-	0.8215	82.15%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.5432	54.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.4612	46.12%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5210	52.10%
skin sensitisation	-	0.8932	89.32%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6600	66.00%
Acute Oral Toxicity (c)	III	0.4995	49.95%
Estrogen receptor binding	+	0.8261	82.61%
Androgen receptor binding	+	0.6872	68.72%
Thyroid receptor binding	+	0.5241	52.41%
Glucocorticoid receptor binding	+	0.7454	74.54%
Aromatase binding	+	0.6493	64.93%
PPAR gamma	+	0.7524	75.24%
Honey bee toxicity	-	0.7569	75.69%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.3668	36.68%

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	98.77%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	98.37%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.76%	94.45%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	96.14%	91.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.82%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.49%	96.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	94.64%	91.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.38%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.69%	94.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	91.91%	95.69%
CHEMBL2535	P11166	Glucose transporter	91.74%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.43%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.22%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.10%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.01%	89.00%
CHEMBL230	P35354	Cyclooxygenase-2	88.76%	89.63%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.74%	94.42%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.78%	93.99%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.70%	93.03%
CHEMBL2581	P07339	Cathepsin D	83.66%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.32%	91.71%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	82.73%	81.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.69%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.50%	91.07%
CHEMBL4302	P08183	P-glycoprotein 1	82.11%	92.98%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	81.10%	95.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.91%	90.71%
CHEMBL290	Q13370	Phosphodiesterase 3B	80.75%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.30%	97.09%
CHEMBL2056	P21728	Dopamine D1 receptor	80.09%	91.00%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.05%	98.00%

Plants that contains it

• Aglaia spectabilis
• Clibadium pentaneuron
• Coespeletia thyrsiformis f. marcanoi
• Croton bonplandianus
• Croton californicus
• Culcitium canescens
• Cymbopogon nardus
• Dendrobium rotundatum
• Malva verticillata
• Nolina erumpens
• Petasites paradoxus
• Philotheca fitzgeraldii
• Piptolepis leptospermoides
• Ratibida latipalearis
• Toxicodendron succedaneum
• Weddellina squamulosa

Cross-Links

• PubChem: 44448279
• NPASS: NPC302807
• ChEMBL: CHEMBL255899
• LOTUS: LTS0045739
• wikiData: Q77421603