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Fredericamycin

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 9c99a76a-8997-476d-8cec-d437c9623aaa
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives
IUPAC Name 1',3',9-trihydroxy-6'-methoxy-3-[(1E,3E)-penta-1,3-dienyl]spiro[6,7-dihydro-2H-cyclopenta[g]isoquinoline-8,2'-cyclopenta[b]naphthalene]-1,4',5',8',9'-pentone
SMILES (Canonical) CC=CC=CC1=CC2=CC3=C(C(=C2C(=O)N1)O)C4(CC3)C(=C5C(=C4O)C(=O)C6=C(C5=O)C(=O)C=C(C6=O)OC)O
SMILES (Isomeric) C/C=C/C=C/C1=CC2=CC3=C(C(=C2C(=O)N1)O)C4(CC3)C(=C5C(=C4O)C(=O)C6=C(C5=O)C(=O)C=C(C6=O)OC)O
InChI InChI=1S/C30H21NO9/c1-3-4-5-6-14-10-13-9-12-7-8-30(22(12)26(36)17(13)29(39)31-14)27(37)20-21(28(30)38)25(35)19-18(24(20)34)15(32)11-16(40-2)23(19)33/h3-6,9-11,36-38H,7-8H2,1-2H3,(H,31,39)/b4-3+,6-5+
InChI Key NJLAGDPRCAPJIF-VNKDHWASSA-N
Popularity 42 references in papers

Physical and Chemical Properties

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Molecular Formula C30H21NO9
Molecular Weight 539.50 g/mol
Exact Mass 539.12163125 g/mol
Topological Polar Surface Area (TPSA) 167.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 0.10
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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CHEMBL1979426
SCHEMBL11985601
BZONSJUONOFNNP-VNKDHWASSA-N
NSC305263
Spiro[2H-benz[f]indene-2,1',3,5,8(2'H)-pentone, 6',7'-dihydro-4,9,9'-trihydroxy -6-methoxy-3'-[(1E,3E)-1,3-pentadienyl]-, (2S)-

2D Structure

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2D Structure of Fredericamycin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9664 96.64%
Caco-2 - 0.8829 88.29%
Blood Brain Barrier - 0.5379 53.79%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7156 71.56%
OATP2B1 inhibitior - 0.5733 57.33%
OATP1B1 inhibitior + 0.8778 87.78%
OATP1B3 inhibitior + 0.9462 94.62%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8143 81.43%
BSEP inhibitior + 0.9459 94.59%
P-glycoprotein inhibitior + 0.7028 70.28%
P-glycoprotein substrate + 0.5537 55.37%
CYP3A4 substrate + 0.6699 66.99%
CYP2C9 substrate + 0.8065 80.65%
CYP2D6 substrate - 0.8537 85.37%
CYP3A4 inhibition - 0.9577 95.77%
CYP2C9 inhibition - 0.6828 68.28%
CYP2C19 inhibition - 0.6683 66.83%
CYP2D6 inhibition - 0.8306 83.06%
CYP1A2 inhibition + 0.6164 61.64%
CYP2C8 inhibition + 0.6289 62.89%
CYP inhibitory promiscuity + 0.5716 57.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5456 54.56%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.8886 88.86%
Skin irritation - 0.7963 79.63%
Skin corrosion - 0.9336 93.36%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3830 38.30%
Micronuclear + 0.6900 69.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8645 86.45%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.5623 56.23%
Acute Oral Toxicity (c) III 0.4605 46.05%
Estrogen receptor binding + 0.7715 77.15%
Androgen receptor binding + 0.6588 65.88%
Thyroid receptor binding + 0.5273 52.73%
Glucocorticoid receptor binding + 0.7786 77.86%
Aromatase binding + 0.5203 52.03%
PPAR gamma + 0.7380 73.80%
Honey bee toxicity - 0.7306 73.06%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.7680 76.80%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL1937 Q92769 Histone deacetylase 2 99.47% 94.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.76% 91.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 97.79% 93.99%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.50% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.88% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.72% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.48% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 94.31% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.13% 94.45%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 92.48% 91.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.39% 94.00%
CHEMBL2535 P11166 Glucose transporter 91.33% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.68% 99.23%
CHEMBL4302 P08183 P-glycoprotein 1 87.52% 92.98%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 85.81% 91.79%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.89% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.73% 89.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 83.75% 95.56%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 83.31% 98.00%
CHEMBL290 Q13370 Phosphodiesterase 3B 82.99% 94.00%
CHEMBL230 P35354 Cyclooxygenase-2 81.89% 89.63%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.93% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.56% 95.50%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.38% 94.42%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.17% 89.34%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 135430424
LOTUS LTS0235381
wikiData Q105180180