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Tracheloside

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 ab009904-7330-4ebc-8212-0a8f26059bf4
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (3S,4S)-4-[(3,4-dimethoxyphenyl)methyl]-3-hydroxy-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-2-one
SMILES (Canonical) COC1=C(C=C(C=C1)CC2COC(=O)C2(CC3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)O)OC
SMILES (Isomeric) COC1=C(C=C(C=C1)C[C@H]2COC(=O)[C@@]2(CC3=CC(=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC)O)OC
InChI InChI=1S/C27H34O12/c1-34-17-6-4-14(9-19(17)35-2)8-16-13-37-26(32)27(16,33)11-15-5-7-18(20(10-15)36-3)38-25-24(31)23(30)22(29)21(12-28)39-25/h4-7,9-10,16,21-25,28-31,33H,8,11-13H2,1-3H3/t16-,21+,22+,23-,24+,25+,27-/m0/s1
InChI Key LWYAMIUSVGPFKS-CGLYQLBNSA-N
Popularity 13 references in papers

Physical and Chemical Properties

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Molecular Formula C27H34O12
Molecular Weight 550.60 g/mol
Exact Mass 550.20502652 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 1.00
Atomic LogP (AlogP) -0.42
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 10

Synonyms

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33464-71-0
CU15UC170Q
(3S,4S)-4-[(3,4-dimethoxyphenyl)methyl]-3-hydroxy-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-2-one
UNII-CU15UC170Q
CHEMBL4210495
CHEBI:68939
DTXSID30955094
HY-N1507
MFCD00870631
s3284
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Tracheloside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5958 59.58%
Caco-2 - 0.8415 84.15%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7323 73.23%
OATP2B1 inhibitior - 0.8615 86.15%
OATP1B1 inhibitior + 0.9155 91.55%
OATP1B3 inhibitior + 0.9488 94.88%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5375 53.75%
P-glycoprotein inhibitior + 0.6456 64.56%
P-glycoprotein substrate - 0.6344 63.44%
CYP3A4 substrate + 0.6405 64.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8402 84.02%
CYP3A4 inhibition - 0.8431 84.31%
CYP2C9 inhibition - 0.8986 89.86%
CYP2C19 inhibition - 0.8631 86.31%
CYP2D6 inhibition - 0.9191 91.91%
CYP1A2 inhibition - 0.8739 87.39%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.8599 85.99%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6218 62.18%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9314 93.14%
Skin irritation - 0.8343 83.43%
Skin corrosion - 0.9571 95.71%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8033 80.33%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8629 86.29%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.7279 72.79%
Acute Oral Toxicity (c) III 0.6042 60.42%
Estrogen receptor binding + 0.7686 76.86%
Androgen receptor binding + 0.5674 56.74%
Thyroid receptor binding + 0.5333 53.33%
Glucocorticoid receptor binding + 0.6468 64.68%
Aromatase binding + 0.5407 54.07%
PPAR gamma + 0.6971 69.71%
Honey bee toxicity - 0.7892 78.92%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.8659 86.59%

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 97.87% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.59% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.94% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.21% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.83% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.49% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.20% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.08% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.51% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.95% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.74% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.35% 89.00%
CHEMBL5555 O00767 Acyl-CoA desaturase 85.02% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.20% 97.09%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.48% 95.83%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.32% 97.14%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.04% 97.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.45% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.75% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.71% 97.25%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.14% 96.00%
CHEMBL220 P22303 Acetylcholinesterase 80.16% 94.45%

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.
Carthamus oxyacantha
Cynara cardunculus
Oligochaeta divaricata
Rhaponticum carthamoides subsp. carthamoides
Trachelospermum asiaticum
Trachelospermum axillare
Trachelospermum jasminoides

Cross-Links

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PubChem 169511
NPASS NPC158908
LOTUS LTS0136799
wikiData Q27137292