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Helianthoside 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 e1960139-d3d1-4acb-a3da-79275463f8c0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(3S,4R,5R)-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(CC(C6(C5CC(CC6)(C)C)C(=O)OC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)O)O)O)C)C)C)O)O)OC1C(C(C(CO1)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@@H](COC2OC(=O)[C@]34CCC(C[C@H]3C5=CC[C@@H]6[C@]7(CC[C@@H](C([C@@H]7CC[C@]6([C@@]5(C[C@H]4O)C)C)(C)C)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)OC9[C@@H]([C@H]([C@@H](CO9)O)O)O)O)O)C)(C)C)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
InChI InChI=1S/C58H94O25/c1-23-44(80-47-40(69)34(63)27(60)21-74-47)38(67)42(71)48(76-23)79-33-13-14-55(7)30(54(33,5)6)12-15-56(8)31(55)11-10-25-26-18-53(3,4)16-17-58(26,32(62)19-57(25,56)9)52(73)83-51-46(35(64)28(61)22-75-51)82-49-43(72)39(68)45(24(2)77-49)81-50-41(70)37(66)36(65)29(20-59)78-50/h10,23-24,26-51,59-72H,11-22H2,1-9H3/t23-,24-,26-,27+,28+,29+,30-,31+,32+,33-,34-,35+,36+,37-,38-,39-,40+,41+,42+,43+,44-,45-,46-,47?,48-,49-,50-,51?,55-,56+,57+,58+/m0/s1
InChI Key PLKRAHMPROXVOQ-OSTOHZSGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C58H94O25
Molecular Weight 1191.30 g/mol
Exact Mass 1190.60841848 g/mol
Topological Polar Surface Area (TPSA) 393.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -1.91
H-Bond Acceptor 25
H-Bond Donor 14
Rotatable Bonds 11

Synonyms

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CHEMBL227304

2D Structure

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2D Structure of Helianthoside B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7891 78.91%
Caco-2 - 0.8797 87.97%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.6611 66.11%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.9410 94.10%
P-glycoprotein inhibitior + 0.7464 74.64%
P-glycoprotein substrate - 0.6013 60.13%
CYP3A4 substrate + 0.7387 73.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9300 93.00%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.9101 91.01%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.7055 70.55%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.8996 89.96%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7764 77.64%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.9500 95.00%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.9199 91.99%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7924 79.24%
Androgen receptor binding + 0.7390 73.90%
Thyroid receptor binding + 0.5815 58.15%
Glucocorticoid receptor binding + 0.7853 78.53%
Aromatase binding + 0.6872 68.72%
PPAR gamma + 0.8164 81.64%
Honey bee toxicity - 0.6637 66.37%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5105 51.05%
Fish aquatic toxicity + 0.9411 94.11%

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 98.16% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.56% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.97% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.38% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.26% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.35% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.21% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.90% 94.45%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.99% 96.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.96% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.59% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 85.08% 94.75%
CHEMBL5028 O14672 ADAM10 84.63% 97.50%
CHEMBL2581 P07339 Cathepsin D 84.23% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.60% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 83.30% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.51% 94.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.90% 86.92%

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.
Helianthus annuus

Cross-Links

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PubChem 44423120
NPASS NPC104137
LOTUS LTS0095232
wikiData Q105210987