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[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9R,10S)-11-hydroxy-5,9-dimethyl-14-methylidene-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 3ae6c900-fab0-4498-a23c-a3cefc41fe9d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides > Steviol glycosides
IUPAC Name [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9R,10S)-11-hydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
SMILES (Canonical) CC12CCCC(C1CCC34C2C(CC(C3)C(=C)C4=O)O)(C)C(=O)OC5C(C(C(C(O5)CO)O)O)O
SMILES (Isomeric) C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2C(CC(C3)C(=C)C4=O)O)(C)C(=O)OC5C(C(C(C(O5)CO)O)O)O
InChI InChI=1S/C26H38O9/c1-12-13-9-14(28)20-24(2)6-4-7-25(3,16(24)5-8-26(20,10-13)21(12)32)23(33)35-22-19(31)18(30)17(29)15(11-27)34-22/h13-20,22,27-31H,1,4-11H2,2-3H3/t13?,14?,15?,16-,17?,18?,19?,20-,22?,24+,25+,26+/m0/s1
InChI Key JSKLOHJUYDOADP-YRPVHQBNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H38O9
Molecular Weight 494.60 g/mol
Exact Mass 494.25158279 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.45
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9R,10S)-11-hydroxy-5,9-dimethyl-14-methylidene-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 + 0.7851 78.51%
Caco-2 - 0.7948 79.48%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7603 76.03%
OATP2B1 inhibitior - 0.7198 71.98%
OATP1B1 inhibitior + 0.7890 78.90%
OATP1B3 inhibitior + 0.9427 94.27%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6975 69.75%
BSEP inhibitior - 0.7957 79.57%
P-glycoprotein inhibitior - 0.5756 57.56%
P-glycoprotein substrate - 0.7320 73.20%
CYP3A4 substrate + 0.7051 70.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8575 85.75%
CYP3A4 inhibition - 0.7856 78.56%
CYP2C9 inhibition - 0.8060 80.60%
CYP2C19 inhibition - 0.8707 87.07%
CYP2D6 inhibition - 0.9386 93.86%
CYP1A2 inhibition - 0.8353 83.53%
CYP2C8 inhibition - 0.6121 61.21%
CYP inhibitory promiscuity - 0.9434 94.34%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7556 75.56%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9523 95.23%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9377 93.77%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6446 64.46%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7702 77.02%
skin sensitisation - 0.9109 91.09%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.4530 45.30%
Acute Oral Toxicity (c) III 0.3955 39.55%
Estrogen receptor binding + 0.7271 72.71%
Androgen receptor binding + 0.6828 68.28%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6649 66.49%
Aromatase binding + 0.6367 63.67%
PPAR gamma + 0.5797 57.97%
Honey bee toxicity - 0.7473 74.73%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9835 98.35%

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 97.65% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.96% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.94% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.40% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.36% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.71% 91.24%
CHEMBL5255 O00206 Toll-like receptor 4 89.35% 92.50%
CHEMBL2581 P07339 Cathepsin D 87.39% 98.95%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.39% 93.04%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.40% 95.50%
CHEMBL259 P32245 Melanocortin receptor 4 84.97% 95.38%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.94% 96.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.54% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.40% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.38% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.53% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.45% 94.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.33% 86.92%
CHEMBL226 P30542 Adenosine A1 receptor 82.15% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.00% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.48% 96.21%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.09% 90.08%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.64% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.18% 96.77%

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.
Pteris tremula
Stevia ovata

Cross-Links

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PubChem 137704794
LOTUS LTS0000101
wikiData Q105134429