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Antioside

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 f18e3507-fa8b-46ea-a24d-f0b9d685e81f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(3S,5S,8R,9S,10R,12R,13S,14S,17R)-5,12,14-trihydroxy-10,13-dimethyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C4CC(C5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)O)C)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]4C[C@H]([C@@]5([C@H](CC[C@@]5([C@@H]4CC[C@@]3(C2)O)O)C6=CC(=O)OC6)C)O)C)O)O)O
InChI InChI=1S/C29H44O10/c1-14-22(32)23(33)24(34)25(38-14)39-16-4-7-26(2)19-11-20(30)27(3)17(15-10-21(31)37-13-15)6-9-29(27,36)18(19)5-8-28(26,35)12-16/h10,14,16-20,22-25,30,32-36H,4-9,11-13H2,1-3H3/t14-,16-,17+,18+,19-,20+,22-,23+,24+,25-,26+,27-,28-,29-/m0/s1
InChI Key VRDSLDHRGHMDAC-KDCJLTIJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H44O10
Molecular Weight 552.70 g/mol
Exact Mass 552.29344760 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP -1.10
Atomic LogP (AlogP) 0.54
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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3981-16-6
Antiogenin 3-O-alpha-L-rhamnoside
CHEBI:28373
3-[(3S,5S,8R,9S,10R,12R,13S,14S,17R)-5,12,14-trihydroxy-10,13-dimethyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
3beta-(6-deoxy-alpha-L-mannopyranosyloxy)-5,12beta,14-trihydroxy-5beta-card-20(22)-enolide
alpha-Antioside
alpha-Antiosid
CHEMBL2419855
DTXSID60960373
LMST01120016
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Antioside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9219 92.19%
Caco-2 - 0.8536 85.36%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8297 82.97%
OATP2B1 inhibitior - 0.6264 62.64%
OATP1B1 inhibitior + 0.9339 93.39%
OATP1B3 inhibitior + 0.9518 95.18%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.6884 68.84%
P-glycoprotein inhibitior - 0.4927 49.27%
P-glycoprotein substrate + 0.6554 65.54%
CYP3A4 substrate + 0.6783 67.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9026 90.26%
CYP3A4 inhibition - 0.9279 92.79%
CYP2C9 inhibition - 0.9196 91.96%
CYP2C19 inhibition - 0.9385 93.85%
CYP2D6 inhibition - 0.9359 93.59%
CYP1A2 inhibition - 0.9261 92.61%
CYP2C8 inhibition - 0.6908 69.08%
CYP inhibitory promiscuity - 0.9279 92.79%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5632 56.32%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9398 93.98%
Skin irritation + 0.5359 53.59%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8963 89.63%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.7551 75.51%
skin sensitisation - 0.9042 90.42%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.8201 82.01%
Acute Oral Toxicity (c) I 0.7867 78.67%
Estrogen receptor binding + 0.8054 80.54%
Androgen receptor binding + 0.8130 81.30%
Thyroid receptor binding - 0.6100 61.00%
Glucocorticoid receptor binding + 0.6061 60.61%
Aromatase binding + 0.6986 69.86%
PPAR gamma + 0.5350 53.50%
Honey bee toxicity - 0.7522 75.22%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9750 97.50%

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 98.31% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.20% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.12% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.05% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.26% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.20% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.82% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.13% 97.36%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.94% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.62% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.32% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.83% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.71% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.03% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 83.89% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.41% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.15% 94.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.99% 93.04%
CHEMBL1871 P10275 Androgen Receptor 81.57% 96.43%
CHEMBL4208 P20618 Proteasome component C5 81.33% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.14% 99.23%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 80.52% 81.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.08% 97.14%

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.
Antiaris toxicaria
Hedysarum alpinum

Cross-Links

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PubChem 441843
LOTUS LTS0199675
wikiData Q27103661