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[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,4S,5S,9S,10R,13R,14R)-14-hydroxy-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 0b84d975-4297-455d-9192-22da9c5768f2
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] (1S,4S,5S,9S,10R,13R,14R)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H42O9/c1-23-7-3-8-24(2,22(32)35-21-20(31)19(30)18(29)15(11-27)34-21)16(23)6-9-25-10-14(4-5-17(23)25)26(33,12-25)13-28/h14-21,27-31,33H,3-13H2,1-2H3/t14-,15-,16+,17+,18-,19+,20-,21+,23-,24+,25+,26+/m1/s1
InChI Key XKXZHTWOHXJEOL-OAWFSBLESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H42O9
Molecular Weight 498.60 g/mol
Exact Mass 498.28288291 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 0.47
H-Bond Acceptor 9
H-Bond Donor 6
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] (1S,4S,5S,9S,10R,13R,14R)-14-hydroxy-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 - 0.7914 79.14%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6733 67.33%
OATP2B1 inhibitior - 0.7176 71.76%
OATP1B1 inhibitior + 0.8762 87.62%
OATP1B3 inhibitior + 0.9443 94.43%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7784 77.84%
BSEP inhibitior - 0.7880 78.80%
P-glycoprotein inhibitior - 0.6396 63.96%
P-glycoprotein substrate - 0.7400 74.00%
CYP3A4 substrate + 0.6981 69.81%
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 - 0.6263 62.63%
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 - 0.9522 95.22%
Skin irritation - 0.6789 67.89%
Skin corrosion - 0.9497 94.97%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6510 65.10%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.8602 86.02%
skin sensitisation - 0.9362 93.62%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7873 78.73%
Acute Oral Toxicity (c) I 0.4993 49.93%
Estrogen receptor binding + 0.7048 70.48%
Androgen receptor binding + 0.6419 64.19%
Thyroid receptor binding + 0.5351 53.51%
Glucocorticoid receptor binding + 0.7037 70.37%
Aromatase binding + 0.6441 64.41%
PPAR gamma - 0.5435 54.35%
Honey bee toxicity - 0.7769 77.69%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7500 75.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.64% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.01% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.50% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.31% 96.77%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.02% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.41% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.87% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.83% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 89.63% 83.82%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.23% 91.24%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.00% 95.50%
CHEMBL237 P41145 Kappa opioid receptor 88.88% 98.10%
CHEMBL5255 O00206 Toll-like receptor 4 87.36% 92.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.75% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.36% 95.89%
CHEMBL2581 P07339 Cathepsin D 84.87% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.57% 92.62%
CHEMBL233 P35372 Mu opioid receptor 84.25% 97.93%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.87% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.66% 94.33%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 83.33% 97.86%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.75% 100.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.67% 94.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.90% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.22% 91.07%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.03% 92.86%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 10962124
LOTUS LTS0190407
wikiData Q105329769