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(2R,3S,4S,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[[(1S,4S,5R,9S,10R,13R,14S)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyl-5-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methoxy]oxane-3,4,5-triol

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 8b4383e8-1963-4a26-beab-53bc3adc60bc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2R,3S,4S,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[[(1S,4S,5R,9S,10R,13R,14S)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyl-5-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methoxy]oxane-3,4,5-triol
SMILES (Canonical) CC1(CCCC2(C1CCC34C2CCC(C3)C(C4)(CO)O)C)COC5C(C(C(C(O5)COC6C(C(CO6)(CO)O)O)O)O)O
SMILES (Isomeric) C[C@]1(CCC[C@@]2([C@@H]1CC[C@]34[C@H]2CC[C@H](C3)[C@@](C4)(CO)O)C)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@](CO6)(CO)O)O)O)O)O
InChI InChI=1S/C31H52O12/c1-27(7-3-8-28(2)19(27)6-9-29-10-17(4-5-20(28)29)30(38,12-29)13-32)15-41-25-23(36)22(35)21(34)18(43-25)11-40-26-24(37)31(39,14-33)16-42-26/h17-26,32-39H,3-16H2,1-2H3/t17-,18-,19-,20+,21-,22+,23-,24+,25-,26-,27+,28-,29+,30-,31-/m1/s1
InChI Key KOBTXYAFZUGWCB-RAMYJMEFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H52O12
Molecular Weight 616.70 g/mol
Exact Mass 616.34587709 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -0.60
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[[(1S,4S,5R,9S,10R,13R,14S)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyl-5-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methoxy]oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5296 52.96%
Caco-2 - 0.8598 85.98%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5769 57.69%
OATP2B1 inhibitior - 0.5817 58.17%
OATP1B1 inhibitior + 0.8820 88.20%
OATP1B3 inhibitior + 0.9591 95.91%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.7270 72.70%
P-glycoprotein inhibitior + 0.5920 59.20%
P-glycoprotein substrate - 0.6059 60.59%
CYP3A4 substrate + 0.6965 69.65%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8328 83.28%
CYP3A4 inhibition - 0.9533 95.33%
CYP2C9 inhibition - 0.9006 90.06%
CYP2C19 inhibition - 0.8457 84.57%
CYP2D6 inhibition - 0.9466 94.66%
CYP1A2 inhibition - 0.9013 90.13%
CYP2C8 inhibition + 0.5943 59.43%
CYP inhibitory promiscuity - 0.9617 96.17%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6510 65.10%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9321 93.21%
Skin irritation - 0.7032 70.32%
Skin corrosion - 0.9478 94.78%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8105 81.05%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.9336 93.36%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.7790 77.90%
Acute Oral Toxicity (c) I 0.7259 72.59%
Estrogen receptor binding + 0.7031 70.31%
Androgen receptor binding + 0.6471 64.71%
Thyroid receptor binding - 0.5652 56.52%
Glucocorticoid receptor binding - 0.5140 51.40%
Aromatase binding + 0.6611 66.11%
PPAR gamma + 0.5342 53.42%
Honey bee toxicity - 0.8008 80.08%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6150 61.50%
Fish aquatic toxicity + 0.7824 78.24%

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
CHEMBL226 P30542 Adenosine A1 receptor 98.27% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.77% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.57% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.99% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.16% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.88% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.48% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.57% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.36% 97.25%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.09% 95.83%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.53% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.52% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.95% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.86% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.28% 96.77%
CHEMBL2581 P07339 Cathepsin D 83.32% 98.95%
CHEMBL259 P32245 Melanocortin receptor 4 82.93% 95.38%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.63% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.52% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.14% 94.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.31% 94.75%
CHEMBL4302 P08183 P-glycoprotein 1 80.94% 92.98%
CHEMBL5555 O00767 Acyl-CoA desaturase 80.85% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 80.57% 92.50%

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 101210299
LOTUS LTS0215965
wikiData Q105143749