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Thevetin 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 e2e1e92e-cd26-4535-9611-f235a68c8367
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name (3S,5R,8R,9S,10R,13R,14S,17R)-14-hydroxy-3-[(2R,3S,4S,5S,6S)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CCC5C6=CC(=O)OC6)O)C)C=O)O)OC)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)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](C2)CC[C@@H]4[C@@H]3CC[C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)C=O)O)OC)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O
InChI InChI=1S/C42H64O19/c1-18-35(61-38-33(51)31(49)29(47)26(60-38)16-56-37-32(50)30(48)28(46)25(14-43)59-37)36(54-3)34(52)39(57-18)58-21-6-10-41(17-44)20(13-21)4-5-24-23(41)7-9-40(2)22(8-11-42(24,40)53)19-12-27(45)55-15-19/h12,17-18,20-26,28-39,43,46-53H,4-11,13-16H2,1-3H3/t18-,20+,21-,22+,23-,24+,25+,26+,28+,29+,30-,31-,32+,33+,34-,35-,36-,37+,38-,39-,40+,41+,42-/m0/s1
InChI Key WPNLWBRKPZXVGD-QMFRUYISSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C42H64O19
Molecular Weight 872.90 g/mol
Exact Mass 872.40417981 g/mol
Topological Polar Surface Area (TPSA) 290.00 Ų
XlogP -3.00
Atomic LogP (AlogP) -2.06
H-Bond Acceptor 19
H-Bond Donor 9
Rotatable Bonds 11

Synonyms

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37933-66-7
Cannogenin 3-O-gentiobiosylthevetoside
788WS2ZR7A
3beta-(beta-D-glucopyranosyl-(1-6)-beta-D-glucopyranosyl-(1-4)-6-deoxy-3-O-methyl-alpha-L-glucopyranosyloxy)-14-hydroxy-19-oxo-5beta-card-20(22)-enolide
Card-20(22)-enolide, 3-[(O-beta-D-glucopyranosyl-(1-->6)-O-beta-D-glucopyranosyl-(1-->4)-6-deoxy-3-O-methyl-alpha-L-glucopyranosyl)oxy]-14-hydroxy-19-oxo-, (3beta,5beta)-
UNII-788WS2ZR7A
EINECS 253-722-5
Cannogenin + L-thevetose + 2-glucose
THEVETIN A [MI]
Cannogenin + L-thevetose + 2-glucose [German]
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Thevetin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7964 79.64%
Caco-2 - 0.8919 89.19%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8047 80.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9019 90.19%
OATP1B3 inhibitior + 0.9615 96.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9514 95.14%
P-glycoprotein inhibitior + 0.7367 73.67%
P-glycoprotein substrate + 0.7212 72.12%
CYP3A4 substrate + 0.7294 72.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8956 89.56%
CYP3A4 inhibition - 0.8841 88.41%
CYP2C9 inhibition - 0.9054 90.54%
CYP2C19 inhibition - 0.9238 92.38%
CYP2D6 inhibition - 0.9467 94.67%
CYP1A2 inhibition - 0.9221 92.21%
CYP2C8 inhibition + 0.6244 62.44%
CYP inhibitory promiscuity - 0.9513 95.13%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5527 55.27%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9204 92.04%
Skin irritation - 0.5611 56.11%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis - 0.5924 59.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8490 84.90%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.9209 92.09%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.4525 45.25%
Acute Oral Toxicity (c) I 0.8305 83.05%
Estrogen receptor binding + 0.8594 85.94%
Androgen receptor binding + 0.8035 80.35%
Thyroid receptor binding - 0.6340 63.40%
Glucocorticoid receptor binding + 0.6918 69.18%
Aromatase binding + 0.7032 70.32%
PPAR gamma + 0.7798 77.98%
Honey bee toxicity - 0.6311 63.11%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9314 93.14%

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 99.18% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.13% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.07% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.23% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.34% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.30% 85.14%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.41% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.01% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.41% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.78% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.84% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 89.04% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.49% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.66% 96.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 87.31% 81.11%
CHEMBL1937 Q92769 Histone deacetylase 2 86.95% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.13% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.26% 89.00%
CHEMBL1871 P10275 Androgen Receptor 84.16% 96.43%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.05% 93.04%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.34% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.31% 95.89%
CHEMBL4208 P20618 Proteasome component C5 81.16% 90.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 80.90% 97.53%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.86% 92.62%

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.
Cascabela thevetia

Cross-Links

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PubChem 441873
LOTUS LTS0132433
wikiData Q27103924