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Baraphenazine 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 617043b0-d34b-4484-9808-49980e353641
Taxonomy Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinoxalines > Phenazines and derivatives
IUPAC Name (3S,3aS,11S,11aR)-2,6,11-trihydroxy-3-(4-hydroxyphenyl)-3a,4,11,11a-tetrahydro-3H-furo[2,3-b]phenazine-2-carboxylic acid
SMILES (Canonical) C1C2C(C(C3=NC4=C(C(=CC=C4)O)N=C31)O)OC(C2C5=CC=C(C=C5)O)(C(=O)O)O
SMILES (Isomeric) C1[C@@H]2[C@H]([C@H](C3=NC4=C(C(=CC=C4)O)N=C31)O)OC([C@@H]2C5=CC=C(C=C5)O)(C(=O)O)O
InChI InChI=1S/C21H18N2O7/c24-10-6-4-9(5-7-10)15-11-8-13-17(18(26)19(11)30-21(15,29)20(27)28)22-12-2-1-3-14(25)16(12)23-13/h1-7,11,15,18-19,24-26,29H,8H2,(H,27,28)/t11-,15+,18-,19+,21?/m0/s1
InChI Key BFBFPQNRDXCHEY-WNQJUYSBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H18N2O7
Molecular Weight 410.40 g/mol
Exact Mass 410.11140092 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 1.20
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 2

Synonyms

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(11S,12R,15S,16S)-4,11,14-Trihydroxy-15-(4-hydroxyphenyl)-13-oxa-2,9-diazatetracyclo(8.7.0.0,.0,)heptadeca-1(10),2,4,6,8-pentaene-14-carboxylate
(11S,12R,15S,16S)-4,11,14-Trihydroxy-15-(4-hydroxyphenyl)-13-oxa-2,9-diazatetracyclo[8.7.0.0,.0,]heptadeca-1(10),2,4,6,8-pentaene-14-carboxylate
(3S,3aS,11S,11aR)-2,6,11-trihydroxy-3-(4-hydroxyphenyl)-3a,4,11,11a-tetrahydro-3H-furo(2,3-b)phenazine-2-carboxylic acid
(3S,3aS,11S,11aR)-2,6,11-trihydroxy-3-(4-hydroxyphenyl)-3a,4,11,11a-tetrahydro-3H-furo[2,3-b]phenazine-2-carboxylic acid
RefChem:116459
CHEMBL4445692
CHEBI:224261
(3S,3aS,11S,11aR)-2,6,11-trihydroxy-3-(4-hydroxyphenyl)-3a,4,11,11a-tetrahydro-3H-uro[2,3-b]phenazine-2-carboxylic acid

2D Structure

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2D Structure of Baraphenazine A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9020 90.20%
Caco-2 - 0.8717 87.17%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7331 73.31%
OATP2B1 inhibitior - 0.5668 56.68%
OATP1B1 inhibitior + 0.8866 88.66%
OATP1B3 inhibitior + 0.9403 94.03%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8679 86.79%
BSEP inhibitior - 0.6408 64.08%
P-glycoprotein inhibitior - 0.7033 70.33%
P-glycoprotein substrate - 0.6480 64.80%
CYP3A4 substrate + 0.6461 64.61%
CYP2C9 substrate - 0.7935 79.35%
CYP2D6 substrate - 0.8454 84.54%
CYP3A4 inhibition - 0.7266 72.66%
CYP2C9 inhibition - 0.7168 71.68%
CYP2C19 inhibition - 0.6849 68.49%
CYP2D6 inhibition - 0.6660 66.60%
CYP1A2 inhibition + 0.7804 78.04%
CYP2C8 inhibition + 0.7823 78.23%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6590 65.90%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.7768 77.68%
Skin irritation - 0.7686 76.86%
Skin corrosion - 0.9513 95.13%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3751 37.51%
Micronuclear + 0.8900 89.00%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.8547 85.47%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6320 63.20%
Acute Oral Toxicity (c) III 0.4020 40.20%
Estrogen receptor binding + 0.6143 61.43%
Androgen receptor binding + 0.7608 76.08%
Thyroid receptor binding + 0.6051 60.51%
Glucocorticoid receptor binding + 0.7037 70.37%
Aromatase binding + 0.6732 67.32%
PPAR gamma + 0.5929 59.29%
Honey bee toxicity - 0.8686 86.86%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.7407 74.07%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.26% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 96.64% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.94% 85.14%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 93.07% 94.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.58% 97.09%
CHEMBL2581 P07339 Cathepsin D 88.74% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.89% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.69% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.69% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.47% 93.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.19% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.35% 94.45%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 84.11% 93.10%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.63% 94.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.35% 85.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.84% 86.33%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.64% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.63% 91.19%

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 145721012
LOTUS LTS0106208
wikiData Q104933901