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[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9R,10R,11S,13S,14S)-10,11,14-trihydroxy-14-(hydroxymethyl)-5,9-dimethyl-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

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 8c41ad5e-3e80-47a7-b2bf-8223e9f8c972
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9R,10R,11S,13S,14S)-10,11,14-trihydroxy-14-(hydroxymethyl)-5,9-dimethyl-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
SMILES (Canonical) CC1(CCCC2(C1CCC34C2(C(CC(C3)C(C4=O)(CO)O)O)O)C)C(=O)OC5C(C(C(C(O5)CO)O)O)O
SMILES (Isomeric) C[C@]1(CCC[C@@]2([C@@H]1CC[C@]34[C@]2([C@H](C[C@H](C3)[C@@](C4=O)(CO)O)O)O)C)C(=O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
InChI InChI=1S/C26H40O12/c1-22(21(34)38-19-18(32)17(31)16(30)13(10-27)37-19)5-3-6-23(2)14(22)4-7-24-9-12(8-15(29)26(23,24)36)25(35,11-28)20(24)33/h12-19,27-32,35-36H,3-11H2,1-2H3/t12-,13-,14-,15+,16-,17+,18-,19+,22-,23-,24+,25-,26-/m1/s1
InChI Key GBWCSMIGGVEJNU-BGRFFBDESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H40O12
Molecular Weight 544.60 g/mol
Exact Mass 544.25197671 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -2.27
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9R,10R,11S,13S,14S)-10,11,14-trihydroxy-14-(hydroxymethyl)-5,9-dimethyl-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4939 49.39%
Caco-2 - 0.8199 81.99%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7186 71.86%
OATP2B1 inhibitior - 0.7193 71.93%
OATP1B1 inhibitior + 0.8407 84.07%
OATP1B3 inhibitior + 0.9533 95.33%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7284 72.84%
BSEP inhibitior - 0.9080 90.80%
P-glycoprotein inhibitior - 0.5667 56.67%
P-glycoprotein substrate - 0.7076 70.76%
CYP3A4 substrate + 0.6999 69.99%
CYP2C9 substrate - 0.8039 80.39%
CYP2D6 substrate - 0.8472 84.72%
CYP3A4 inhibition - 0.8670 86.70%
CYP2C9 inhibition - 0.8883 88.83%
CYP2C19 inhibition - 0.8303 83.03%
CYP2D6 inhibition - 0.9584 95.84%
CYP1A2 inhibition - 0.8792 87.92%
CYP2C8 inhibition - 0.5824 58.24%
CYP inhibitory promiscuity - 0.9773 97.73%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7512 75.12%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9439 94.39%
Skin irritation - 0.6720 67.20%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3837 38.37%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.7641 76.41%
skin sensitisation - 0.9436 94.36%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.7373 73.73%
Acute Oral Toxicity (c) I 0.4566 45.66%
Estrogen receptor binding + 0.7251 72.51%
Androgen receptor binding + 0.7331 73.31%
Thyroid receptor binding - 0.5237 52.37%
Glucocorticoid receptor binding + 0.6300 63.00%
Aromatase binding + 0.6461 64.61%
PPAR gamma - 0.5245 52.45%
Honey bee toxicity - 0.8081 80.81%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.8833 88.33%

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 98.51% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.75% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.65% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.60% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.72% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.42% 85.14%
CHEMBL226 P30542 Adenosine A1 receptor 89.94% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.70% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.36% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.67% 95.56%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.49% 91.24%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.88% 95.83%
CHEMBL5255 O00206 Toll-like receptor 4 85.45% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.86% 89.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.41% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.98% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.69% 93.04%
CHEMBL2581 P07339 Cathepsin D 83.27% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.90% 94.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.63% 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.
Adenostemma lavenia

Cross-Links

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PubChem 20055713
LOTUS LTS0099976
wikiData Q105006119