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[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5S,6R,9S,10R,13S,14S)-6,14-dihydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[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 3e7f3da7-9750-4caf-9f6f-6a7cd4f92cf7
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,5S,6R,9S,10R,13S,14S)-6,14-dihydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H42O10/c1-23-7-6-17(29)24(2,22(33)36-21-20(32)19(31)18(30)14(10-27)35-21)15(23)5-8-25-9-13(3-4-16(23)25)26(34,11-25)12-28/h13-21,27-32,34H,3-12H2,1-2H3/t13-,14+,15-,16-,17+,18+,19-,20+,21-,23+,24-,25+,26+/m0/s1
InChI Key LHTWGLNVZLBOFI-RTCWEAPJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H42O10
Molecular Weight 514.60 g/mol
Exact Mass 514.27779753 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 0.80
Atomic LogP (AlogP) -0.56
H-Bond Acceptor 10
H-Bond Donor 7
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,5S,6R,9S,10R,13S,14S)-6,14-dihydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[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 + 0.5755 57.55%
Caco-2 - 0.8100 81.00%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6733 67.33%
OATP2B1 inhibitior - 0.7203 72.03%
OATP1B1 inhibitior + 0.9000 90.00%
OATP1B3 inhibitior + 0.9443 94.43%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7784 77.84%
BSEP inhibitior - 0.8432 84.32%
P-glycoprotein inhibitior - 0.6266 62.66%
P-glycoprotein substrate - 0.7273 72.73%
CYP3A4 substrate + 0.7148 71.48%
CYP2C9 substrate - 0.8028 80.28%
CYP2D6 substrate - 0.8437 84.37%
CYP3A4 inhibition - 0.9135 91.35%
CYP2C9 inhibition - 0.8835 88.35%
CYP2C19 inhibition - 0.8060 80.60%
CYP2D6 inhibition - 0.9542 95.42%
CYP1A2 inhibition - 0.8632 86.32%
CYP2C8 inhibition - 0.6074 60.74%
CYP inhibitory promiscuity - 0.9704 97.04%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7423 74.23%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9531 95.31%
Skin irritation - 0.6789 67.89%
Skin corrosion - 0.9497 94.97%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7031 70.31%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.8263 82.63%
skin sensitisation - 0.9362 93.62%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8264 82.64%
Acute Oral Toxicity (c) I 0.4993 49.93%
Estrogen receptor binding + 0.7170 71.70%
Androgen receptor binding + 0.6433 64.33%
Thyroid receptor binding + 0.5281 52.81%
Glucocorticoid receptor binding + 0.6550 65.50%
Aromatase binding + 0.6474 64.74%
PPAR gamma - 0.5348 53.48%
Honey bee toxicity - 0.7543 75.43%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7700 77.00%
Fish aquatic toxicity + 0.8369 83.69%

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 96.61% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.82% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.07% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.56% 97.25%
CHEMBL237 P41145 Kappa opioid receptor 90.67% 98.10%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.86% 96.77%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.82% 96.21%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.96% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.49% 94.45%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.33% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.98% 91.24%
CHEMBL226 P30542 Adenosine A1 receptor 86.38% 95.93%
CHEMBL2581 P07339 Cathepsin D 85.98% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.62% 95.50%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 85.03% 97.86%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.51% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.27% 89.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.21% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 83.65% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.57% 94.33%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.33% 97.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.75% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.65% 92.62%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.23% 95.83%
CHEMBL4302 P08183 P-glycoprotein 1 81.38% 92.98%
CHEMBL233 P35372 Mu opioid receptor 81.04% 97.93%

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.
There are no matching plants.

Cross-Links

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PubChem 163037762
LOTUS LTS0143451
wikiData Q105151961