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Tanghinin

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 4c19b406-f19f-45b6-a96f-38fce3315766
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name [(2R,3S,4R,5S,6S)-5-hydroxy-2-[[(1R,3S,5S,7S,10S,11R,14R,15R,18R)-18-hydroxy-10,14-dimethyl-15-(5-oxo-2H-furan-3-yl)-2-oxapentacyclo[9.7.0.01,3.05,10.014,18]octadecan-7-yl]oxy]-4-methoxy-6-methyloxan-3-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C46C(O6)CC3C2)O)C7=CC(=O)OC7)C)C)OC(=O)C)OC)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@H](CC[C@@]5([C@]46[C@@H](O6)C[C@@H]3C2)O)C7=CC(=O)OC7)C)C)OC(=O)C)OC)O
InChI InChI=1S/C32H46O10/c1-16-25(35)26(37-5)27(40-17(2)33)28(39-16)41-20-6-9-29(3)19(13-20)14-23-32(42-23)22(29)8-10-30(4)21(7-11-31(30,32)36)18-12-24(34)38-15-18/h12,16,19-23,25-28,35-36H,6-11,13-15H2,1-5H3/t16-,19-,20-,21+,22+,23-,25-,26+,27-,28-,29-,30+,31+,32+/m0/s1
InChI Key BTRWTSHCXGFFFL-NNYOWCKQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H46O10
Molecular Weight 590.70 g/mol
Exact Mass 590.30909766 g/mol
Topological Polar Surface Area (TPSA) 133.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.81
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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25390-16-3
358J7D3ZXI
[(2R,3S,4R,5S,6S)-5-hydroxy-2-[[(1R,3S,5S,7S,10S,11R,14R,15R,18R)-18-hydroxy-10,14-dimethyl-15-(5-oxo-2H-furan-3-yl)-2-oxapentacyclo[9.7.0.01,3.05,10.014,18]octadecan-7-yl]oxy]-4-methoxy-6-methyloxan-3-yl] acetate
Tanghinigenin + acetyl-thevetose
UNII-358J7D3ZXI
BRN 0073602
Tanghinigenin + acetyl-thevetose [German]
SCHEMBL868300
CHEBI:66192
Tanghinigenin 3-((2-O-acetyl-6-deoxy-3-O-methyl-alpha-L-glucopyranosyl)oxy)
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Tanghinin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9727 97.27%
Caco-2 - 0.8373 83.73%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7795 77.95%
OATP2B1 inhibitior - 0.7201 72.01%
OATP1B1 inhibitior + 0.8824 88.24%
OATP1B3 inhibitior + 0.9715 97.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9114 91.14%
BSEP inhibitior + 0.6893 68.93%
P-glycoprotein inhibitior + 0.7198 71.98%
P-glycoprotein substrate + 0.7194 71.94%
CYP3A4 substrate + 0.7336 73.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8968 89.68%
CYP3A4 inhibition - 0.6867 68.67%
CYP2C9 inhibition - 0.7958 79.58%
CYP2C19 inhibition - 0.8927 89.27%
CYP2D6 inhibition - 0.9413 94.13%
CYP1A2 inhibition - 0.8544 85.44%
CYP2C8 inhibition + 0.4748 47.48%
CYP inhibitory promiscuity - 0.9373 93.73%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5240 52.40%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9329 93.29%
Skin irritation - 0.5892 58.92%
Skin corrosion - 0.9309 93.09%
Ames mutagenesis - 0.6224 62.24%
Human Ether-a-go-go-Related Gene inhibition - 0.3745 37.45%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5912 59.12%
skin sensitisation - 0.8852 88.52%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.5807 58.07%
Acute Oral Toxicity (c) I 0.7244 72.44%
Estrogen receptor binding + 0.6872 68.72%
Androgen receptor binding + 0.7559 75.59%
Thyroid receptor binding - 0.5864 58.64%
Glucocorticoid receptor binding + 0.7403 74.03%
Aromatase binding + 0.7076 70.76%
PPAR gamma + 0.6380 63.80%
Honey bee toxicity - 0.6706 67.06%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9727 97.27%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.34% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.73% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.17% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.94% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.16% 94.45%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 93.53% 81.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.33% 100.00%
CHEMBL2581 P07339 Cathepsin D 92.63% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.07% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.87% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.64% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.69% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.58% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.51% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.69% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.58% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.28% 91.07%
CHEMBL5255 O00206 Toll-like receptor 4 85.15% 92.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.15% 97.36%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.10% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.86% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.08% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 82.62% 91.49%
CHEMBL340 P08684 Cytochrome P450 3A4 80.98% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.71% 92.62%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.43% 100.00%

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.
Cerbera manghas

Cross-Links

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PubChem 20055044
LOTUS LTS0033783
wikiData Q27134728