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Helvecardin B

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 12889961-577a-4ee5-a684-623956efc72e
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
IUPAC Name (1S,2R,18R,19R,25R,28R,40S)-2-[(2R,4S,5R,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-48-[(2S,3R,5S,6R)-3-[(2R,4S,5R,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-chloro-22-(3-chloro-4-hydroxyphenyl)-19-[[2-[4-(4,5-dihydroxy-3-methoxy-6-methyloxan-2-yl)oxyphenyl]-2-(methylamino)acetyl]amino]-18,32,35,37-tetrahydroxy-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3,5,8,10,12(48),14(47),15,17(46),29(45),30,32,34(39),35,37,49-pentadecaene-40-carboxylic acid
SMILES (Canonical) CC1C(C(CC(O1)OC2C(C(C(OC2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)C(C7C(=O)NC(C8=C(C(=CC(=C8)O)O)C9=C(C=CC(=C9)C(C(=O)N7)NC(=O)C5NC(=O)C(NC(=O)C(C(C1=CC=C(O4)C=C1)O)NC(=O)C(C1=CC=C(C=C1)OC1C(C(C(C(O1)C)O)O)OC)NC)C1=CC(=C(C=C1)O)Cl)O)C(=O)O)OC1CC(C(C(O1)C)O)N)Cl)CO)O)O)N)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H](C[C@@H](O1)O[C@H]2[C@@H](O[C@@H]([C@H](C2O)O)CO)OC3=C4C=C5C=C3OC6=C(C=C(C=C6)[C@H]([C@H]7C(=O)N[C@@H](C8=C(C(=CC(=C8)O)O)C9=C(C=CC(=C9)[C@H](C(=O)N7)NC(=O)[C@@H]5NC(=O)C(NC(=O)[C@@H]([C@@H](C1=CC=C(O4)C=C1)O)NC(=O)C(C1=CC=C(C=C1)OC1C(C(C(C(O1)C)O)O)OC)NC)C1=CC(=C(C=C1)O)Cl)O)C(=O)O)O[C@H]1C[C@@H]([C@H]([C@@H](O1)C)O)N)Cl)N)O
InChI InChI=1S/C84H93Cl2N9O31/c1-30-65(101)46(87)27-55(117-30)124-72-37-12-19-51(45(86)22-37)122-53-24-38-23-52(73(53)126-84-75(71(107)69(105)54(29-96)123-84)125-56-28-47(88)66(102)31(2)118-56)120-40-15-8-34(9-16-40)68(104)63(94-76(108)58(89-4)33-6-13-41(14-7-33)121-83-74(116-5)70(106)67(103)32(3)119-83)80(112)91-60(36-11-18-49(99)44(85)21-36)77(109)92-61(38)79(111)90-59-35-10-17-48(98)42(20-35)57-43(25-39(97)26-50(57)100)62(82(114)115)93-81(113)64(72)95-78(59)110/h6-26,30-32,46-47,54-56,58-72,74-75,83-84,89,96-107H,27-29,87-88H2,1-5H3,(H,90,111)(H,91,112)(H,92,109)(H,93,113)(H,94,108)(H,95,110)(H,114,115)/t30-,31-,32?,46-,47-,54+,55-,56-,58?,59+,60?,61+,62-,63+,64-,65-,66-,67?,68+,69+,70?,71?,72+,74?,75+,83?,84-/m0/s1
InChI Key MVUXVKWQCKGLNW-IQJYUAOFSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C84H93Cl2N9O31
Molecular Weight 1795.60 g/mol
Exact Mass 1793.5354526 g/mol
Topological Polar Surface Area (TPSA) 620.00 Ų
XlogP -1.90
Atomic LogP (AlogP) 0.95
H-Bond Acceptor 33
H-Bond Donor 22
Rotatable Bonds 16

Synonyms

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Avoparcin alpha, 49-chloro-7-O-de-alpha-D-mannopyranosyl-2(sup C)-O-methyl-

2D Structure

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2D Structure of Helvecardin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5262 52.62%
Caco-2 - 0.8573 85.73%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Nucleus 0.6643 66.43%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8319 83.19%
OATP1B3 inhibitior + 0.9387 93.87%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9431 94.31%
P-glycoprotein inhibitior + 0.7418 74.18%
P-glycoprotein substrate + 0.8367 83.67%
CYP3A4 substrate + 0.7584 75.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8395 83.95%
CYP3A4 inhibition - 0.6015 60.15%
CYP2C9 inhibition - 0.8049 80.49%
CYP2C19 inhibition - 0.8584 85.84%
CYP2D6 inhibition - 0.9084 90.84%
CYP1A2 inhibition - 0.8863 88.63%
CYP2C8 inhibition + 0.8641 86.41%
CYP inhibitory promiscuity - 0.7333 73.33%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.7400 74.00%
Carcinogenicity (trinary) Non-required 0.4800 48.00%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.8955 89.55%
Skin irritation - 0.7957 79.57%
Skin corrosion - 0.9362 93.62%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7331 73.31%
Micronuclear + 0.8100 81.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8742 87.42%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8373 83.73%
Acute Oral Toxicity (c) III 0.6446 64.46%
Estrogen receptor binding + 0.5672 56.72%
Androgen receptor binding + 0.7570 75.70%
Thyroid receptor binding + 0.7945 79.45%
Glucocorticoid receptor binding + 0.8239 82.39%
Aromatase binding + 0.7611 76.11%
PPAR gamma + 0.7980 79.80%
Honey bee toxicity - 0.6019 60.19%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5605 56.05%
Fish aquatic toxicity - 0.4757 47.57%

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 99.94% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 99.47% 97.09%
CHEMBL2581 P07339 Cathepsin D 99.11% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 98.88% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.62% 96.09%
CHEMBL4208 P20618 Proteasome component C5 98.61% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.93% 94.45%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 96.71% 97.31%
CHEMBL204 P00734 Thrombin 96.48% 96.01%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 95.02% 96.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.78% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.25% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 92.37% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.00% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.47% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 91.37% 91.19%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 91.32% 100.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 91.17% 85.00%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 89.29% 92.29%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.06% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.17% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.28% 94.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.45% 89.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.50% 95.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.20% 92.88%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 84.91% 96.11%
CHEMBL3401 O75469 Pregnane X receptor 84.57% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.27% 96.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.80% 95.78%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.25% 94.97%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 81.45% 91.79%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.00% 92.62%
CHEMBL3194 P02766 Transthyretin 80.38% 90.71%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 80.28% 92.32%

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 16131169
LOTUS LTS0233921
wikiData Q105173349