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Dexylosylbenanomicin 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 62d8bb66-38fe-43a0-884f-c90fd5b53f40
Taxonomy Benzenoids > Naphthacenes > Tetracenequinones
IUPAC Name (2R)-2-[[(5S,6S)-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxo-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C3=CC4=C(C(=C3C5=C2C=C(C(=C5O)C(=O)NC(C)C(=O)O)C)O)C(=O)C6=C(C4=O)C(=CC(=C6)OC)O)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](C3=CC4=C(C(=C3C5=C2C=C(C(=C5O)C(=O)N[C@H](C)C(=O)O)C)O)C(=O)C6=C(C4=O)C(=CC(=C6)OC)O)O)O)O)O
InChI InChI=1S/C34H33NO15/c1-9-5-16-21(27(41)18(9)32(45)35-10(2)33(46)47)20-14(26(40)31(16)50-34-30(44)29(43)23(37)11(3)49-34)8-15-22(28(20)42)25(39)13-6-12(48-4)7-17(36)19(13)24(15)38/h5-8,10-11,23,26,29-31,34,36-37,40-44H,1-4H3,(H,35,45)(H,46,47)/t10-,11-,23+,26+,29+,30-,31+,34+/m1/s1
InChI Key PRUXMUKWYBVNMB-JAULALIESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H33NO15
Molecular Weight 695.60 g/mol
Exact Mass 695.18501935 g/mol
Topological Polar Surface Area (TPSA) 270.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 0.70
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

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Desxylosyl-benanomicin A
133806-62-9
DTXSID50158383
(2R)-2-[[(5S,6S)-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxo-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid
(2R)-2-(((5S,6S)-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxo-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-5,6-dihydrobenzo(a)tetracene-2-carbonyl)amino)propanoic acid
RefChem:132425
DTXCID0080874
D-Alanine, N-((5-((6-deoxy-beta-D-galactopyranosyl)oxy)-5,6,8,13-tetrahydro-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxobenzo(a)naphthacen-2-yl)carbonyl)-, (5S-trans)-
(2R)-2-[(5S,6S)-1,6,9,14-Tetrahydroxy-11-methoxy-3-methyl-8,13-dioxo-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-5,6,8,13-tetrahydrobenzo[a]tetracene-2-carboxamido]propanoic acid
(2R)-2-[[(5S,6S)-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxo-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid

2D Structure

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2D Structure of Dexylosylbenanomicin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5708 57.08%
Caco-2 - 0.8882 88.82%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.4849 48.49%
OATP2B1 inhibitior - 0.5527 55.27%
OATP1B1 inhibitior + 0.8487 84.87%
OATP1B3 inhibitior + 0.9399 93.99%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9041 90.41%
P-glycoprotein inhibitior + 0.6465 64.65%
P-glycoprotein substrate + 0.5389 53.89%
CYP3A4 substrate + 0.6738 67.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8696 86.96%
CYP3A4 inhibition - 0.8663 86.63%
CYP2C9 inhibition - 0.9582 95.82%
CYP2C19 inhibition - 0.9687 96.87%
CYP2D6 inhibition - 0.9366 93.66%
CYP1A2 inhibition - 0.8101 81.01%
CYP2C8 inhibition + 0.6060 60.60%
CYP inhibitory promiscuity - 0.8862 88.62%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6154 61.54%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9131 91.31%
Skin irritation - 0.8647 86.47%
Skin corrosion - 0.9653 96.53%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7094 70.94%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.5837 58.37%
skin sensitisation - 0.9333 93.33%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7529 75.29%
Acute Oral Toxicity (c) III 0.6512 65.12%
Estrogen receptor binding + 0.7863 78.63%
Androgen receptor binding + 0.5441 54.41%
Thyroid receptor binding + 0.5594 55.94%
Glucocorticoid receptor binding + 0.6868 68.68%
Aromatase binding - 0.4870 48.70%
PPAR gamma + 0.7063 70.63%
Honey bee toxicity - 0.7891 78.91%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5252 52.52%
Fish aquatic toxicity + 0.7312 73.12%

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 98.32% 91.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 97.51% 99.15%
CHEMBL2581 P07339 Cathepsin D 96.51% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.97% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.66% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.56% 96.21%
CHEMBL3401 O75469 Pregnane X receptor 93.48% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.19% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.97% 91.07%
CHEMBL4208 P20618 Proteasome component C5 91.34% 90.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.76% 90.71%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 90.74% 81.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.19% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.80% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.95% 93.40%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.72% 99.17%
CHEMBL2179 P04062 Beta-glucocerebrosidase 88.28% 85.31%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.72% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 86.74% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.18% 94.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.49% 93.56%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 85.37% 87.67%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.19% 96.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.69% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.60% 86.33%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.41% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.35% 95.89%

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 5479335
LOTUS LTS0027035
wikiData Q76309319