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Bouvardin catechol

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 935d1a01-1ffd-4c15-8c2b-3e0310f1f0eb
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
IUPAC Name 10-[(3,4-dihydroxyphenyl)methyl]-17,24-dihydroxy-4,7,9,13,15,29-hexamethyl-22-oxa-3,6,9,12,15,29-hexazatetracyclo[14.12.2.218,21.123,27]tritriaconta-18,20,23,25,27(31),32-hexaene-2,5,8,11,14,30-hexone
SMILES (Canonical) CC1C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)N(C2C(C3=CC=C(C=C3)OC4=C(C=CC(=C4)CC(C(=O)N1)N(C2=O)C)O)O)C)C)CC5=CC(=C(C=C5)O)O)C)C
SMILES (Isomeric) CC1C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)N(C2C(C3=CC=C(C=C3)OC4=C(C=CC(=C4)CC(C(=O)N1)N(C2=O)C)O)O)C)C)CC5=CC(=C(C=C5)O)O)C)C
InChI InChI=1S/C39H46N6O11/c1-19-34(50)41-20(2)37(53)43(4)26(15-22-7-13-28(46)30(48)17-22)36(52)42-21(3)38(54)45(6)32-33(49)24-9-11-25(12-10-24)56-31-18-23(8-14-29(31)47)16-27(35(51)40-19)44(5)39(32)55/h7-14,17-21,26-27,32-33,46-49H,15-16H2,1-6H3,(H,40,51)(H,41,50)(H,42,52)
InChI Key BTOAVFVQMFWGNI-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C39H46N6O11
Molecular Weight 774.80 g/mol
Exact Mass 774.32245630 g/mol
Topological Polar Surface Area (TPSA) 238.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.44
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 2

Synonyms

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3-Hydroxy-O-desmethylbouvardin
88426-35-1
10-((3,4-dihydroxyphenyl)methyl)-17,24-dihydroxy-4,7,9,13,15,29-hexamethyl-22-oxa-3,6,9,12,15,29-hexazatetracyclo(14.12.2.218,21.123,27)tritriaconta-18,20,23,25,27(31),32-hexaene-2,5,8,11,14,30-hexone
10-[(3,4-dihydroxyphenyl)methyl]-17,24-dihydroxy-4,7,9,13,15,29-hexamethyl-22-oxa-3,6,9,12,15,29-hexazatetracyclo[14.12.2.218,21.123,27]tritriaconta-18,20,23,25,27(31),32-hexaene-2,5,8,11,14,30-hexone
RefChem:121160
DTXSID701008145
Bouvardin, 3-(3-hydroxy-N-methyl-L-tyrosine)-
10-[(3,4-Dihydroxyphenyl)methyl]-2,5,11,17,24-pentahydroxy-4,7,9,13,15,29-hexamethyl-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.2~18,21~.1~23,27~]tritriaconta-2,5,11,18,20,23(31),24,26,32-nonaene-8,14,30-trione

2D Structure

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2D Structure of Bouvardin catechol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4670 46.70%
Caco-2 - 0.8507 85.07%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Nucleus 0.4905 49.05%
OATP2B1 inhibitior + 0.7106 71.06%
OATP1B1 inhibitior + 0.8394 83.94%
OATP1B3 inhibitior + 0.9291 92.91%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9068 90.68%
BSEP inhibitior + 0.8974 89.74%
P-glycoprotein inhibitior + 0.7748 77.48%
P-glycoprotein substrate + 0.8201 82.01%
CYP3A4 substrate + 0.6881 68.81%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8110 81.10%
CYP3A4 inhibition + 0.6186 61.86%
CYP2C9 inhibition - 0.9396 93.96%
CYP2C19 inhibition - 0.8890 88.90%
CYP2D6 inhibition - 0.9098 90.98%
CYP1A2 inhibition - 0.9116 91.16%
CYP2C8 inhibition + 0.5685 56.85%
CYP inhibitory promiscuity - 0.9389 93.89%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6499 64.99%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9192 91.92%
Skin irritation - 0.8031 80.31%
Skin corrosion - 0.9481 94.81%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7058 70.58%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.9108 91.08%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8084 80.84%
Acute Oral Toxicity (c) III 0.6752 67.52%
Estrogen receptor binding + 0.7896 78.96%
Androgen receptor binding + 0.7335 73.35%
Thyroid receptor binding + 0.5948 59.48%
Glucocorticoid receptor binding + 0.6957 69.57%
Aromatase binding + 0.5562 55.62%
PPAR gamma + 0.7811 78.11%
Honey bee toxicity - 0.7983 79.83%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.8118 81.18%

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
CHEMBL2581 P07339 Cathepsin D 99.22% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.34% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.18% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.85% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.06% 93.40%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 93.77% 90.71%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 92.96% 80.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.70% 95.56%
CHEMBL217 P14416 Dopamine D2 receptor 91.80% 95.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.94% 85.14%
CHEMBL4208 P20618 Proteasome component C5 90.50% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.39% 97.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.72% 90.08%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 86.52% 85.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.21% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.54% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.30% 99.15%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 85.18% 82.38%
CHEMBL1902 P62942 FK506-binding protein 1A 84.37% 97.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.28% 95.89%
CHEMBL3492 P49721 Proteasome Macropain subunit 82.84% 90.24%
CHEMBL1951 P21397 Monoamine oxidase A 82.83% 91.49%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.26% 99.17%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.03% 85.00%

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 160301
LOTUS LTS0039531
wikiData Q83004513