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Arcyriaflavin a

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 5c64969b-9da0-4ca3-9544-a54fb98a0130
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles > Pyrrolocarbazoles > Indolocarbazoles
IUPAC Name 3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4,6,8,10,15,17,19,21-nonaene-12,14-dione
SMILES (Canonical) C1=CC=C2C(=C1)C3=C4C(=C5C6=CC=CC=C6NC5=C3N2)C(=O)NC4=O
SMILES (Isomeric) C1=CC=C2C(=C1)C3=C4C(=C5C6=CC=CC=C6NC5=C3N2)C(=O)NC4=O
InChI InChI=1S/C20H11N3O2/c24-19-15-13-9-5-1-3-7-11(9)21-17(13)18-14(16(15)20(25)23-19)10-6-2-4-8-12(10)22-18/h1-8,21-22H,(H,23,24,25)
InChI Key KAJXOWFGKYKMMZ-UHFFFAOYSA-N
Popularity 32 references in papers

Physical and Chemical Properties

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Molecular Formula C20H11N3O2
Molecular Weight 325.30 g/mol
Exact Mass 325.085126602 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.84
H-Bond Acceptor 2
H-Bond Donor 3
Rotatable Bonds 0

Synonyms

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118458-54-1
DTXSID50416132
3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4,6,8,10,15,17,19,21-nonaene-12,14-dione
3,13,23-triazahexacyclo(14.7.0.02,10.04,9.011,15.017,22)tricosa-1,4,6,8,10,15,17,19,21-nonaene-12,14-dione
RefChem:916127
DTXCID50366981
12,13-Dihydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione
MFCD03452662
CHEMBL268368
arcyriaflavin-a
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Arcyriaflavin a

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9957 99.57%
Caco-2 + 0.6356 63.56%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.5997 59.97%
OATP2B1 inhibitior - 0.8598 85.98%
OATP1B1 inhibitior + 0.9266 92.66%
OATP1B3 inhibitior + 0.9556 95.56%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.8472 84.72%
P-glycoprotein inhibitior - 0.7971 79.71%
P-glycoprotein substrate - 0.9526 95.26%
CYP3A4 substrate - 0.5208 52.08%
CYP2C9 substrate - 0.8111 81.11%
CYP2D6 substrate - 0.8564 85.64%
CYP3A4 inhibition - 0.6877 68.77%
CYP2C9 inhibition - 0.8669 86.69%
CYP2C19 inhibition - 0.9349 93.49%
CYP2D6 inhibition - 0.7196 71.96%
CYP1A2 inhibition + 0.8247 82.47%
CYP2C8 inhibition - 0.7992 79.92%
CYP inhibitory promiscuity - 0.8644 86.44%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8843 88.43%
Carcinogenicity (trinary) Non-required 0.5683 56.83%
Eye corrosion - 0.9835 98.35%
Eye irritation - 0.6947 69.47%
Skin irritation - 0.8629 86.29%
Skin corrosion - 0.9716 97.16%
Ames mutagenesis + 0.7336 73.36%
Human Ether-a-go-go-Related Gene inhibition - 0.5871 58.71%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.6875 68.75%
skin sensitisation - 0.9478 94.78%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity + 0.5428 54.28%
Acute Oral Toxicity (c) III 0.6523 65.23%
Estrogen receptor binding + 0.8182 81.82%
Androgen receptor binding + 0.7925 79.25%
Thyroid receptor binding + 0.6197 61.97%
Glucocorticoid receptor binding + 0.8084 80.84%
Aromatase binding + 0.8543 85.43%
PPAR gamma + 0.8389 83.89%
Honey bee toxicity - 0.8890 88.90%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity - 0.5000 50.00%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL3038469 P24941 CDK2/Cyclin A 135 nM
 IC50
 via Super-PRED
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 964 nM
 IC50
 via Super-PRED
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 534 nM
 IC50
 via Super-PRED
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 199 nM
 IC50
 via Super-PRED
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 936 nM
 IC50
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.97% 91.11%
CHEMBL240 Q12809 HERG 96.69% 89.76%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.54% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.11% 95.56%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 94.14% 81.14%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.15% 93.99%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.22% 94.62%
CHEMBL255 P29275 Adenosine A2b receptor 90.88% 98.59%
CHEMBL2581 P07339 Cathepsin D 88.67% 98.95%
CHEMBL1781 P11387 DNA topoisomerase I 88.55% 97.00%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 87.99% 92.67%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.87% 94.23%
CHEMBL3310 Q96DB2 Histone deacetylase 11 84.84% 88.56%
CHEMBL262 P49841 Glycogen synthase kinase-3 beta 84.57% 95.72%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.99% 89.00%
CHEMBL5491 P30291 Serine/threonine-protein kinase WEE1 83.98% 97.46%
CHEMBL1937 Q92769 Histone deacetylase 2 83.91% 94.75%
CHEMBL299 P17252 Protein kinase C alpha 83.31% 98.03%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.01% 91.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.90% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.63% 99.23%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 81.51% 80.96%
CHEMBL213 P08588 Beta-1 adrenergic receptor 81.44% 95.56%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.39% 94.08%

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 5327723
LOTUS LTS0218024
wikiData Q27164989